A poly(trialkylsiloxy)-substituted siloxane, a method for preparing the same, and use thereof in immersion cooling fluids

Abstract

The present application relates to the technical field of silicone coolant, disclose a kind of multi (tri-alkylsilicon) substituted siloxane and its preparation method, in the application of immersion coolant, the preparation method includes the following steps: using tri-alkylsilicon acetate and alkoxysilane under the action of catalyst, ester exchange reaction is carried out, obtains multi (tri-alkylsilicon) substituted siloxane.The multi (tri-alkylsilicon) substituted siloxane prepared in the application has low viscosity, high boiling point, high flash point, low freezing point, good stability, without compounding with fluorinated liquid, can be used as immersion coolant alone, applied to the immersion heat dissipation of chip set, and its preparation method is simple and efficient, suitable for large-scale production.

Description

Technical Field

[0001] This invention relates to the technical field of organosilicon coolants, and in particular to a poly(trialkylsilane) substituted siloxane, its preparation method, and its application in immersion coolants. Background Technology

[0002] Liquid cooling has begun to be used as an alternative to air cooling in data centers; however, existing technologies all have unavoidable drawbacks. For example, patent CN115956110A discloses a direct single-phase immersion coolant liquid, specifically a renewable alkane composition of alkanes in the C16-C19 range for direct cooling of electronic devices. While hydrocarbon coolants are inexpensive, their flash points are typically low. Hydrocarbons with high flash points, on the other hand, have high viscosity and poor heat dissipation. Secondly, the freezing point of common coolants is around -40 degrees Celsius, which is difficult for high-flash-point hydrocarbons to achieve. Furthermore, hydrocarbons are soluble in polyethylene, polypropylene, and polyacrylate compounds, making it impossible to use hydrocarbon coolants to cool devices made from these compounds.

[0003] For example, fluorinated liquids can also be used as liquid coolants, but their cost is high. Recent patents have focused on the reaction of siloxanes with hydrofluoric acid. Patent CN113717699A discloses a composition, a silicon-containing liquid coolant, its preparation method, and an immersion cooling system, using a compound of trifluoromethylpropyl silicone oil and fluorocarbon compounds to improve the compatibility of the fluorinated coolant. Patent CN113717698A discloses a composition, a fluorinated olefin oligomer liquid coolant, its preparation method, and an immersion cooling system. The provided composition includes the following components: fluorocarbon compounds, tetrafluoroethylene oligomers, 1H,1H,5H-octafluoropentyl-1,1,2,2-tetrafluoroethyl ether, and PFPE bi-terminated silanes. Siloxanes can react quantitatively with hydrogen fluoride to generate fluorosilanes. Therefore, using siloxanes compatible with fluorinated liquids and adding them to the fluorinated liquid immersion coolant can solve the problem of acid backflow in fluorinated liquids. However, domestic technology is insufficient to achieve long-term stability without acid backflow, and fluorinated liquids are not environmentally friendly, being a persistent pollutant.

[0004] The organic side groups in polysiloxane molecules can rotate freely around the Si-O backbone, resulting in weak intramolecular and intermolecular forces and good molecular flexibility. This makes polysiloxanes the polymers with the lowest known glass transition temperatures in polymer science and a commonly used high- and low-temperature thermal conductivity medium. Polysiloxanes have high flash points, good insulation properties, do not swell with epoxy compounds, and have good compatibility with circuit systems. Silicone-immersed coolants possess excellent thermal conductivity, enabling more efficient and economical heat dissipation. Their ultra-low global warming potential (GWP) will not deplete the ozone layer. Silicone-immersed coolants offer significant advantages in environmental protection, performance, and operating costs. High thermal conductivity, high specific heat, low specific gravity, and relatively low viscosity allow this product to solve high power density heat dissipation and thermal management problems; furthermore, it can save pump power and improve energy efficiency. Silicone-immersed coolants are specifically designed for data center equipment such as servers, offering significantly better energy efficiency than traditional air cooling systems. This helps improve the overall computing power of servers and reduces the footprint and energy consumption of data center infrastructure. In addition, it can be easily recycled, making it environmentally friendly. Summary of the Invention

[0005] To address the aforementioned technical problems, this invention provides a poly(trialkylsilane) substituted siloxane, its preparation method, and its application in immersion coolant. This poly(trialkylsilane) small molecule compound has low viscosity, high boiling point, high flash point, low freezing point, and good stability, making it suitable for immersion coolant applications. It can be used in immersion heat dissipation for chipsets, and its preparation method is simple and efficient, making it suitable for large-scale production.

[0006] The objective of this invention is achieved through the following technical solution:

[0007] In a first aspect, the present invention provides a poly(trialkylsilane)-substituted siloxane, wherein the structural formula of the poly(trialkylsilane)-substituted siloxane is: or, or, or, or, or, R1, R2, R3, R4, R5, R6, R7 and R8 may be the same as or different from each other, and each independently represents phenyl, benzyl, phenethyl, cyanoethyl, cyanoyl, methoxyethyl, ethoxyethyl, alkyl with 1 to 16 carbon atoms or partially fluoroalkyl with 1 to 16 carbon atoms.

[0008] Preferably, the alkyl group has 1 to 8 carbon atoms; the partially fluoroalkyl group has 1 to 8 carbon atoms.

[0009] Secondly, the present invention also provides a method for preparing poly(trialkylsilane) substituted siloxanes, comprising the following steps: using trialkylsilane acetate and alkoxysilane for transesterification reaction under the action of a catalyst to obtain poly(trialkylsilane) substituted siloxanes.

[0010] Preferably, the mass ratio of the trialkylsilane acetate to the alkoxysilane is 1 to 15:1, more preferably 5 to 15; the amount of catalyst added is 0.1 to 10% relative to the mass of the trialkylsilane acetate.

[0011] Preferably, the alkoxysilane includes alkyltrialkoxysilane, tetraalkoxysilane, dialkyltetraalkoxydisiloxane, hexaalkoxydisiloxane, trialkylhexaalkoxytrisiloxane, or octaalkoxytrisiloxane.

[0012] Preferably, the trialkylsilane acetate has the following structural formula: Wherein, R is phenyl, benzyl, phenethyl, cyanoethyl, cyanoyl, methoxyethyl, ethoxyethyl, alkyl with 1 to 16 carbon atoms, or a partially fluoroalkyl with 1 to 16 carbon atoms.

[0013] Preferably, the alkyl group has 1 to 8 carbon atoms; the partially fluoroalkyl group has 1 to 8 carbon atoms.

[0014] Preferably, the catalyst comprises one or more of sulfuric acid, trifluoromethanesulfonic acid, perfluoroalkyl sulfonic acid, perfluorosulfonate resin, bis(trifluoromethylsulfonyl)amide, and sulfonate resin.

[0015] Preferably, the transesterification reaction is carried out at a temperature of 40–200°C for a time of 10–50 h.

[0016] As a preferred option, after the transesterification reaction is completed, the product is obtained through processes such as catalyst separation, water washing, alkali washing, water washing, drying, and filtration.

[0017] Thirdly, the present invention also provides the application of poly(trialkylsilane) substituted siloxanes in immersion coolant.

[0018] Compared with the prior art, the present invention has the following advantages: the poly(trialkylsilane) substituted siloxane prepared in the present invention has low viscosity, high boiling point, high flash point, low freezing point and good stability. It does not need to be compounded with fluorinated liquid and can be used alone as an immersion coolant for immersion heat dissipation of chipsets. Moreover, its preparation method is simple and efficient and suitable for large-scale production. Detailed Implementation

[0019] The technical solution of the present invention will be illustrated below with specific embodiments, but the scope of protection of the present invention is not limited thereto.

[0020] Example 1

[0021] The structural formula of trimethylsilyl acetate is: Where R stands for methyl.

[0022] 100 kg of trimethylsilyl acetate was added to a stainless steel reactor, along with 15 kg of methyl orthosilicate and 0.2 kg of trifluoromethanesulfonic acid. The reaction was carried out at 60°C for 12 h, and the byproduct methyl acetate was slowly distilled off. The methoxy group of methyl orthosilicate was completely replaced by the trimethylsiloxy group. Excess trimethylsilyl acetate and trifluoromethanesulfonic acid were removed under reduced pressure to obtain the crude product.

[0023] The crude product was washed three times with an equal weight of water. The upper oily layer was collected and washed once with an equal weight of 0.1% sodium carbonate solution. Then it was washed three more times with an equal weight of water. The product was dehydrated under reduced pressure, and then precisely filtered to obtain the final product, tetra(trimethylsilyl)siloxane. The product has a boiling point of 120°C, a flash point of 103°C, a viscosity of 2.8 centistokes, and a freezing point of -65°C at a pressure of 5 mmHg.

[0024] Example 2

[0025] The structural formula of dimethyl ethyl silicone acetate is: Wherein, R is ethyl.

[0026] 100 kg of dimethyl ethyl silicone acetate was added to a stainless steel reactor, along with 15 kg of methyl orthosilicate and 0.2 kg of trifluoromethanesulfonic acid. The reaction was carried out at 60°C for 16 h, and the byproduct methyl acetate was slowly distilled off. The methoxy group of methyl orthosilicate was completely replaced by the dimethyl ethyl siloxy group. Excess dimethyl ethyl silicone acetate and trifluoromethanesulfonic acid were removed under reduced pressure to obtain the crude product.

[0027] The crude product was washed three times with an equal weight of water. The upper oily layer was collected and washed once with an equal weight of 0.1% sodium carbonate solution. Then it was washed three more times with an equal weight of water. The product was dehydrated under reduced pressure, and then precisely filtered to obtain the final product, tetra(dimethylethylsilane)siloxane. The product has a boiling point of 126°C, a flash point of 112°C, a viscosity of 3.0 centistokes, and a freezing point of -80°C at a pressure of 5 mmHg.

[0028] Example 3

[0029] The structural formula of dimethylpropyl silicone acetate is: Where R stands for propyl.

[0030] 100 kg of dimethylpropyl silicone acetate was added to a stainless steel reactor, along with 15 kg of tetraethyl orthosilicate and 0.2 kg of trifluoromethanesulfonic acid. The reaction was carried out at 60°C for 18 h, and the byproduct ethyl acetate was slowly distilled off. The ethoxy group of tetraethyl orthosilicate was completely replaced by the dimethylpropylsiloxy group. Excess dimethylpropyl silicone acetate and trifluoromethanesulfonic acid were removed under reduced pressure to obtain the crude product.

[0031] The crude product was washed three times with an equal weight of water. The upper oily layer was collected and washed once with an equal weight of 0.1% sodium carbonate solution. Then it was washed three more times with an equal weight of water. The product was dehydrated under reduced pressure, and then precisely filtered to obtain the final product, tetra(dimethylpropylsilane). The product has a boiling point of 135°C, a flash point of 140°C, a viscosity of 3.3 centistokes, and a freezing point of -82°C at a pressure of 5 mmHg.

[0032] Example 4

[0033] The structural formula of dimethyltrifluoropropyl silicone acetate is: Wherein, R is trifluoropropyl.

[0034] 100 kg of dimethyltrifluoropropyl silicone acetate was added to a stainless steel reactor, along with 15 kg of tetraethyl orthosilicate and 0.2 kg of trifluoromethanesulfonic acid. The reaction was carried out at 60°C for 24 h, and the byproduct ethyl acetate was slowly distilled off. The ethoxy group of tetraethyl orthosilicate was completely replaced by the dimethyltrifluoropropylsilyl group. Excess dimethyltrifluoropropyl silicone acetate and trifluoromethanesulfonic acid were removed under reduced pressure to obtain the crude product.

[0035] The crude product was washed three times with an equal weight of water. The upper oily layer was collected and washed once with an equal weight of 0.1% sodium carbonate solution. Then it was washed three more times with an equal weight of water. The product was dehydrated under reduced pressure, and then precisely filtered to obtain the final product, tetrakis(dimethyltrifluoropropylsilane). The product has a boiling point of 142°C, a flash point of 162°C, a viscosity of 5.2 centistokes, and a freezing point of -82°C at a pressure of 5 mmHg.

[0036] Example 5

[0037] The structural formula of dimethyl perfluoroethyl silicone acetate is: Wherein, R is perfluoroethyl.

[0038] 200 kg of dimethylperfluoroethyl silicone acetate was added to a stainless steel reactor, along with 15 kg of tetraethyl orthosilicate and 0.4 kg of trifluoromethanesulfonic acid. The reaction was carried out at 60°C for 48 h, and the byproduct ethyl acetate was slowly distilled off. The ethoxy group of tetraethyl orthosilicate was completely replaced by the dimethylperfluoroethyl silyl group. Excess dimethylperfluoroethyl silicone acetate and trifluoromethanesulfonic acid were removed under reduced pressure to obtain the crude product.

[0039] The crude product was washed three times with an equal weight of water. The upper oily layer was collected and washed once with an equal weight of 0.1% sodium carbonate solution. Then it was washed three more times with an equal weight of water. The product was dehydrated under reduced pressure, and then precisely filtered to obtain the finished product, tetrakis(dimethylperfluoroalkylethylsilane)siloxane. A nonlinear pentasiloxane with perfluoroalkyl ethyl branches was obtained. The product had a boiling point of 180°C, a flash point of 250°C, a viscosity of 6 centistokes, and a freezing point of -30°C at a pressure of 5 mmHg.

[0040] Example 6

[0041] The structural formula of dimethylphenyl silicone acetate is: Where R is a phenyl group.

[0042] 100 kg of dimethylphenylsilane acetate was added to a stainless steel reactor, along with 15 kg of ethyl orthosilicate and 0.4 kg of trifluoromethanesulfonic acid. The reaction was carried out at 60°C for 18 h, and the byproduct ethyl acetate was slowly distilled off. The ethoxy group of methyl orthosilicate was completely replaced by the dimethylphenylsilyl oxygen. Excess dimethylphenylsilane acetate and trifluoromethanesulfonic acid were removed under reduced pressure to obtain the crude product.

[0043] The crude product was washed three times with an equal weight of water. The upper oily layer was collected and washed once with an equal weight of 0.1% sodium carbonate solution. Then it was washed three more times with an equal weight of water. The product was dehydrated under reduced pressure, and then precisely filtered to obtain the final product, tetra(dimethylphenylsilane)siloxane. The product has a boiling point of 175°C, a flash point of 176°C, a viscosity of 11.5 centistokes, and a freezing point of -40°C at a pressure of 5 mmHg.

[0044] Example 7

[0045] The structural formula of dimethylphenylethyl silicone acetate is: Wherein, R is phenylethyl.

[0046] 100 kg of dimethylphenylethyl silicone acetate was added to a stainless steel reactor, along with 15 kg of tetraethyl orthosilicate and 0.1 kg of trifluoromethanesulfonic acid. The reaction was carried out at 100°C for 12 h, and the byproduct ethyl acetate was slowly distilled off. The ethoxy group of methyl orthosilicate was completely replaced by the dimethylphenylethyl silyl oxygen. Excess dimethylphenylethyl silicone acetate and trifluoromethanesulfonic acid were removed under reduced pressure to obtain the crude product.

[0047] The crude product was washed three times with an equal weight of water. The upper oily layer was collected and washed once with an equal weight of 0.1% sodium carbonate solution. Then it was washed three more times with an equal weight of water. The product was dehydrated under reduced pressure, and then precisely filtered to obtain the final product, tetra(dimethylphenylethylsilane). The product has a boiling point of 182°C, a flash point of 182°C, a viscosity of 16.5 centistokes, and a freezing point of -30°C at a pressure of 5 mmHg.

[0048] Example 8

[0049] The structural formula of dimethylperfluorooxopropyl silicone acetate is: Wherein, R is perfluorooxopropyl.

[0050] 200 kg of dimethylperfluorooxopropylsilane acetate was added to a stainless steel reactor, along with 15 kg of tetraethyl orthosilicate and 0.1 kg of trifluoromethanesulfonic acid. The reaction was carried out at 150 °C for 12 h, and the byproduct ethyl acetate was slowly distilled off. The methoxy group of tetraethyl orthosilicate was completely replaced by dimethylperfluorooxopropylsiloxane. Excess dimethylperfluorooxopropylsilane acetate and trifluoromethanesulfonic acid were removed under reduced pressure to obtain the crude product.

[0051] The crude product was washed three times with an equal weight of water. The upper oily layer was collected and washed once with an equal weight of 0.1% sodium carbonate solution. Then it was washed three more times with an equal weight of water. The product was dehydrated under reduced pressure, and then precisely filtered to obtain the finished product, tetrakis(dimethylperfluorooxopropylsilane). A nonlinear pentasiloxane with fluoroether branches was obtained. The product had a boiling point of 152°C at 5 mmHg, no flash point, a viscosity of 11.5 centistokes, and a freezing point of -80°C.

[0052] Example 9

[0053] The structural formula of dimethyl butyl silicone acetate is: Where R stands for butyl.

[0054] 120 kg of dimethyl butyl silicate acetate was added to a stainless steel reactor, along with 15 kg of methyl orthosilicate and 0.4 kg of trifluoromethanesulfonic acid. The reaction was carried out at 60°C for 24 h. The byproduct methyl acetate was slowly distilled off, and the methoxy group of methyl orthosilicate was completely replaced by dimethyl butyl silicate. Excess dimethyl butyl silicate acetate and trifluoromethanesulfonic acid were removed under reduced pressure to obtain the crude product.

[0055] The crude product was washed three times with an equal weight of water. The upper oily layer was collected and washed once with an equal weight of 0.1% sodium carbonate solution. Then it was washed three more times with an equal weight of water. The product was dehydrated under reduced pressure, and then precisely filtered to obtain the finished product, tetra(dimethylbutylsilane). A nonlinear pentasilane with butyl branches was obtained. The product had a boiling point of 155°C, a flash point of 182°C, a viscosity of 10.5 centistokes, and a freezing point of -75°C at a pressure of 5 mmHg.

[0056] Example 10

[0057] The structural formula of dimethyl isopropyl silicone acetate is: Where R stands for isopropyl.

[0058] 120 kg of dimethyl isopropyl silicone acetate was added to a stainless steel reactor, along with 15 kg of methyl orthosilicate and 0.4 kg of trifluoromethanesulfonic acid. The reaction was carried out at 80°C for 18 hours. The byproduct methyl acetate was slowly distilled off, and the methoxy group of methyl orthosilicate was completely replaced by dimethyl isopropylsiloxane. Excess dimethyl isopropyl silicone acetate and trifluoromethanesulfonic acid were removed under reduced pressure to obtain the crude product.

[0059] The crude product was washed three times with an equal weight of water. The upper oily layer was collected and washed once with an equal weight of 0.1% sodium carbonate solution. Then it was washed three more times with an equal weight of water. The product was dehydrated under reduced pressure, and then precisely filtered to obtain the finished product, tetra(dimethylisopropylsilane). A nonlinear pentasilane with isopropyl branches was obtained. The product had a boiling point of 152°C, a flash point of 176°C, a viscosity of 7.5 centistokes, and a freezing point of -80°C at a pressure of 5 mmHg.

[0060] Example 11

[0061] The structural formula of triethyl silicone acetate is: Wherein, R is ethyl.

[0062] 120 kg of triethylsilyl acetate was added to a stainless steel reactor, along with 15 kg of methyl orthosilicate and 0.4 kg of trifluoromethanesulfonic acid. The reaction was carried out at 80°C for 18 h. The byproduct methyl acetate was slowly distilled off, and the methoxy group of methyl orthosilicate was completely replaced by triethylsiloxy group. Excess triethylsilyl acetate and trifluoromethanesulfonic acid were removed under reduced pressure to obtain the crude product.

[0063] The crude product was washed three times with an equal weight of water. The upper oily layer was collected and washed once with an equal weight of 0.1% sodium carbonate solution. Then it was washed three more times with an equal weight of water. The product was dehydrated under reduced pressure, and then precisely filtered to obtain the finished product, tetra(triethylsilane)siloxane. The product has a boiling point of 162°C, a flash point of 178°C, a viscosity of 6.5 centistokes, and a freezing point of -85°C at a pressure of 5 mmHg.

[0064] Example 12

[0065] The structural formula of triisopropyl silicone acetate is: Where R stands for isopropyl.

[0066] 120 kg of triisopropylsilane acetate was added to a stainless steel reactor, along with 15 kg of methyl orthosilicate and 0.4 kg of trifluoromethanesulfonic acid. The reaction was carried out at 80°C for 24 h, and the byproduct methyl acetate was slowly distilled off. The methoxy group of methyl orthosilicate was completely replaced by triisopropylsiloxane. Excess triisopropylsilane acetate and trifluoromethanesulfonic acid were removed under reduced pressure to obtain the crude product.

[0067] The crude product was washed three times with an equal weight of water. The upper oily layer was collected and washed once with an equal weight of 0.1% sodium carbonate solution. Then it was washed three more times with an equal weight of water. The product was dehydrated under reduced pressure, and then precisely filtered to obtain the finished product, tetra(triisopropylsilane). The product has a boiling point of 195°C, a flash point of 262°C, a viscosity of 11.5 centistokes, and a freezing point of -78°C at a pressure of 5 mmHg.

[0068] Example 13

[0069] The structural formula of methyl diphenyl silicone acetate is: Where R is a phenyl group.

[0070] 150 kg of methyl diphenylsilane acetate was added to a stainless steel reactor, along with 15 kg of methyl orthosilicate and 0.4 kg of trifluoromethanesulfonic acid. The reaction was carried out at 80°C for 48 h. The byproduct methyl acetate was slowly distilled off, and the methoxy group of methyl orthosilicate was completely replaced by methyl diphenylsiloxane. Excess methyl diphenylsilane acetate and trifluoromethanesulfonic acid were removed under reduced pressure to obtain the crude product.

[0071] The crude product was washed three times with an equal weight of water. The upper oily layer was collected and washed once with an equal weight of 0.1% sodium carbonate solution. Then it was washed three more times with an equal weight of water. The product was dehydrated under reduced pressure, and then precisely filtered to obtain the final product, tetra(methyldiphenylsilane). The product has a boiling point of 225°C, a flash point of 302°C, a viscosity of 31.5 centistokes, and a freezing point of -30°C at a pressure of 5 mmHg.

[0072] Example 14

[0073] The structural formula of dimethyl ethyl silicone acetate is: Wherein, R is ethyl.

[0074] 100 kg of dimethyl ethyl silicone acetate was added to a stainless steel reactor, along with 15 kg of methyltrimethoxysilane and 0.2 kg of trifluoromethanesulfonic acid. The reaction was carried out at 80°C for 12 h, and the byproduct methyl acetate was slowly distilled off. The methoxy group of methyltrimethoxysilane was completely replaced by the dimethyl ethyl siloxy group. Excess dimethyl ethyl silicone acetate and trifluoromethanesulfonic acid were removed under reduced pressure to obtain the crude product.

[0075] The crude product was washed three times with an equal weight of water. The upper oily layer was collected and washed once with an equal weight of 0.1% sodium carbonate solution. Then it was washed three more times with an equal weight of water. The product was dehydrated under reduced pressure, and then precisely filtered to obtain the final product, methyltris(dimethylethylsilane)siloxane. The product has a boiling point of 132°C, a flash point of 122°C, a viscosity of 4.5 centistokes, and a freezing point of -82°C at a pressure of 5 mmHg.

[0076] Example 15

[0077] The structural formula of dimethyl ethyl silicone acetate is: Wherein, R is ethyl.

[0078] 100 kg of dimethyl ethyl silicone acetate was added to a stainless steel reactor, along with 15 kg of phenyltrimethoxysilane and 0.2 kg of trifluoromethanesulfonic acid. The reaction was carried out at 80°C for 12 h, and the byproduct methyl acetate was slowly distilled off. The methoxy group of phenyltrimethoxysilane was completely replaced by the dimethyl ethyl siloxy group. Excess dimethyl ethyl silicone acetate and trifluoromethanesulfonic acid were removed under reduced pressure to obtain the crude product.

[0079] The crude product was washed three times with an equal weight of water. The upper oily layer was collected and washed once with an equal weight of 0.1% sodium carbonate solution. Then it was washed three more times with an equal weight of water. The product was dehydrated under reduced pressure, and then precisely filtered to obtain the final product, phenyltris(dimethylethylsilane)siloxane. The product has a boiling point of 142°C, a flash point of 129°C, a viscosity of 5.5 centistokes, and a freezing point of -80°C at a pressure of 5 mmHg.

[0080] Example 16

[0081] The structural formula of dimethyl ethyl silicone acetate is: Wherein, R is ethyl.

[0082] 100 kg of dimethyl ethyl silicone acetate was added to a stainless steel reactor, along with 15 kg of isopropyltrimethoxysilane and 0.2 kg of trifluoromethanesulfonic acid. The reaction was carried out at 80°C for 12 h, and the byproduct methyl acetate was slowly distilled off. The methoxy group of phenyltrimethoxysilane was completely replaced by the dimethyl ethyl siloxy group. Excess dimethyl ethyl silicone acetate and trifluoromethanesulfonic acid were removed under reduced pressure to obtain the crude product.

[0083] The crude product was washed three times with an equal weight of water. The upper oily layer was collected and washed once with an equal weight of 0.1% sodium carbonate solution. Then it was washed three more times with an equal weight of water. The product was dehydrated under reduced pressure, and then precisely filtered to obtain the final product, isopropyltris(dimethylethylsilane)siloxane. The product has a boiling point of 137°C, a flash point of 125°C, a viscosity of 4.8 centistokes, and a freezing point of -82°C at a pressure of 5 mmHg.

[0084] Example 17

[0085] The structural formula of dimethylperfluorooxopropyl silicone acetate is: Wherein, R is perfluorooxopropyl.

[0086] 200 kg of dimethylperfluorooxopropylsilane acetate was added to a stainless steel reactor, along with 15 kg of methyltrimethoxysilane and 0.2 kg of trifluoromethanesulfonic acid. The reaction was carried out at 70°C for 12 h, followed by a reaction at 150°C for 12 h. The byproduct methyl acetate was slowly distilled off. The methoxy group of methyltrimethoxysilane was completely replaced by the dimethylperfluorooxopropylsilane group. Excess dimethylperfluorooxopropylsilane acetate and trifluoromethanesulfonic acid were removed under reduced pressure to obtain the crude product.

[0087] The crude product was washed three times with an equal weight of water. The upper oily layer was collected and washed once with an equal weight of 0.1% sodium carbonate solution. Then it was washed three more times with an equal weight of water. The product was dehydrated under reduced pressure, and then precisely filtered to obtain the final product, methyltris(dimethyldimethylperfluorooxopropylsilane). The product has a boiling point of 142°C at 5 mmHg, no flash point, a viscosity of 9.5 centistokes, and a freezing point of -80°C.

[0088] Example 18

[0089] The structural formula of dimethyl ethyl silicone acetate is: Wherein, R is ethyl.

[0090] 100 kg of dimethyl ethyl silicone acetate was added to a stainless steel reactor, along with 15 kg of dimethyltetramethoxydisiloxane and 0.2 kg of trifluoromethanesulfonic acid. The reaction was carried out at 90°C for 12 h, and the byproduct methyl acetate was slowly distilled off. The methoxy group of dimethyltetramethoxydisiloxane was completely replaced by the dimethyl ethylsiloxy group. Excess dimethyl ethyl silicone acetate and trifluoromethanesulfonic acid were removed under reduced pressure to obtain the crude product.

[0091] The crude product was washed three times with an equal weight of water. The upper oily layer was collected and washed once with an equal weight of 0.1% sodium carbonate solution. Then it was washed three more times with an equal weight of water. The product was dehydrated under reduced pressure, and then precisely filtered to obtain the final product, dimethyltetra(dimethylethylsilane)disiloxane. The product has a boiling point of 112°C, a flash point of 123°C, a viscosity of 3.9 centistokes, and a freezing point of -72°C at a pressure of 5 mmHg.

[0092] Example 19

[0093] The structural formula of dimethyl ethyl silicone acetate is: Wherein, R is ethyl.

[0094] 100 kg of dimethyl ethyl silicone acetate was added to a stainless steel reactor, along with 15 kg of hexamethoxydisiloxane and 0.2 kg of trifluoromethanesulfonic acid. The reaction was carried out at 60°C for 48 h, and the byproduct methyl acetate was slowly distilled off. The methoxy group of the hexamethoxydisiloxane was completely replaced by the dimethyl ethylsiloxy group. Excess dimethyl ethyl silicone acetate and trifluoromethanesulfonic acid were removed under reduced pressure to obtain the crude product.

[0095] The crude product was washed three times with an equal weight of water. The upper oily layer was collected and washed once with an equal weight of 0.1% sodium carbonate solution. Then it was washed three more times with an equal weight of water. The product was dehydrated under reduced pressure, and then precisely filtered to obtain the final product, hexa(dimethylethylsilane)disiloxane. The product has a boiling point of 162°C, a flash point of 173°C, a viscosity of 9.2 centistokes, and a freezing point of -72°C at a pressure of 5 mmHg.

[0096] Example 20

[0097] The structural formula of dimethyltrifluoropropyl silicone acetate is: Wherein, R is trifluoropropyl.

[0098] 100 kg of dimethyltrifluoropropylsilyl acetate was added to a stainless steel reactor, along with 15 kg of hexamethoxydisiloxane and 0.2 kg of trifluoromethanesulfonic acid. The reaction was carried out at 60°C for 24 h, and the byproduct methyl acetate was slowly distilled off. The methoxy group of the hexamethoxydisiloxane was completely replaced by the dimethyltrifluoropropylsilyl group. Excess dimethyltrifluoropropylsilyl acetate and trifluoromethanesulfonic acid were removed under reduced pressure to obtain the crude product.

[0099] The crude product was washed three times with an equal weight of water. The upper oily layer was collected and washed once with an equal weight of 0.1% sodium carbonate solution. Then it was washed three more times with an equal weight of water. The product was dehydrated under reduced pressure, and then precisely filtered to obtain the final product, hexa(dimethyltrifluoropropylsilyl)disiloxane. The product has a boiling point of 152°C, a flash point of 252°C, a viscosity of 12.5 centistokes, and a freezing point of -75°C at a pressure of 5 mmHg.

[0100] Example 21

[0101] The structural formula of dimethyltrifluoropropyl silicone acetate is: Wherein, R is trifluoropropyl.

[0102] 50 kg of dimethyltrifluoropropyl silicone acetate and 50 kg of dimethylethyl silicone acetate were added to a stainless steel reactor, along with 15 kg of hexamethoxydisiloxane and 0.2 kg of trifluoromethanesulfonic acid. The reaction was carried out at 100°C for 24 h, and the byproduct methyl acetate was slowly distilled off. The methoxy groups of the hexamethoxydisiloxane were completely replaced by dimethyltrifluoropropylsiloxy and dimethylethylsiloxy groups. Excess dimethyltrifluoropropyl silicone acetate, dimethylethyl silicone acetate, and trifluoromethanesulfonic acid were removed under reduced pressure to obtain the crude product.

[0103] The crude product was washed three times with an equal weight of water. The upper oily layer was collected and washed once with an equal weight of 0.1% sodium carbonate solution. Then it was washed three more times with an equal weight of water. The product was dehydrated under reduced pressure, and then precisely filtered to obtain the final product, tris(dimethylethylsilane)tris(dimethyltrifluoropropylsilane)disiloxane. The product has a boiling point of 142°C, a flash point of 155°C, a viscosity of 9.5 centistokes, and a freezing point of -80°C at a pressure of 5 mmHg.

[0104] Example 21

[0105] The structural formula of dimethyltrifluoropropyl silicone acetate is: Wherein, R is trifluoropropyl.

[0106] The structural formula of dimethyl ethyl silicone acetate is: Wherein, R is ethyl.

[0107] 80 kg of dimethyltrifluoropropyl silicone acetate and 20 kg of dimethylethyl silicone acetate were added to a stainless steel reactor, along with 15 kg of methyltrimethoxysilane and 0.2 kg of trifluoromethanesulfonic acid. The reaction was carried out at 60°C for 24 h, and the byproduct methyl acetate was slowly distilled off. The methoxy groups of methyltrimethoxysiloxane were completely replaced by dimethyltrifluoropropylsiloxy and dimethylethylsiloxy groups. Excess dimethyltrifluoropropyl silicone acetate, dimethylethyl silicone acetate, and trifluoromethanesulfonic acid were removed under reduced pressure to obtain the crude product.

[0108] The crude product was washed three times with an equal weight of water. The upper oily layer was collected and washed once with an equal weight of 0.1% sodium carbonate solution. Then it was washed three more times with an equal weight of water. The product was dehydrated under reduced pressure, and then precisely filtered to obtain the final product. The product has a boiling point of 162℃, a flash point of 173℃, a viscosity of 9.2 centistokes, and a freezing point of -72℃ at a pressure of 5 mmHg.

[0109] Example 22

[0110] The structural formula of dimethyltrifluoropropyl silicone acetate is: Wherein, R is trifluoropropyl.

[0111] The structural formula of dimethyl ethyl silicone acetate is: Wherein, R is ethyl.

[0112] 80 kg of dimethyltrifluoropropyl silicone acetate and 20 kg of dimethylethyl silicone acetate were added to a stainless steel reactor, along with 15 kg of diphenyltetramethoxysilane and 1 kg of trifluoromethanesulfonic acid. The reaction was carried out at 40°C for 24 h. The byproduct methyl acetate was slowly distilled off under reduced pressure. The methoxy groups of diphenyltetramethoxysilane were completely replaced by dimethyltrifluoropropylsiloxy and dimethylethylsiloxy groups. Excess dimethyltrifluoropropyl silicone acetate, dimethylethyl silicone acetate, and trifluoromethanesulfonic acid were removed under reduced pressure to obtain the crude product.

[0113] The crude product was washed three times with an equal weight of water. The upper oily layer was collected and washed once with an equal weight of 0.1% sodium carbonate solution. Then it was washed three more times with an equal weight of water. The product was dehydrated under reduced pressure, and then precisely filtered to obtain the final product. The product has a boiling point of 158℃, a flash point of 182℃, a viscosity of 8.7 centistokes, and a freezing point of -82℃ at a pressure of 5 mmHg.

[0114] Example 23

[0115] The structural formula of dimethyltrifluoropropyl silicone acetate is: Wherein, R is trifluoropropyl.

[0116] The structural formula of dimethyl ethyl silicone acetate is: Wherein, R is ethyl.

[0117] 80 kg of dimethyltrifluoropropyl silicone acetate and 20 kg of dimethylethyl silicone acetate were added to a stainless steel reactor, along with 15 kg of diphenyltetramethoxysilane and 0.2 kg of perfluorosulfonate resin. The reaction was carried out at 90°C for 24 h, and the byproduct methyl acetate was slowly distilled off. The methoxy groups of diphenyltetramethoxysilane were completely replaced by dimethyltrifluoropropylsiloxy and dimethylethylsiloxy groups. The mixture was filtered through resin, and the supernatant was subjected to reduced pressure to remove excess dimethyltrifluoropropyl silicone acetate and dimethylethyl silicone acetate, yielding the crude product.

[0118] The crude product was washed three times with an equal weight of water. The upper oily layer was collected and washed once with an equal weight of 0.1% sodium carbonate solution. Then it was washed three more times with an equal weight of water. The product was dehydrated under reduced pressure, and then precisely filtered to obtain the final product. The product has a boiling point of 158℃, a flash point of 182℃, a viscosity of 8.7 centistokes, and a freezing point of -82℃ at a pressure of 5 mmHg.

[0119] Example 24

[0120] The structural formula of dimethyltrifluoropropyl silicone acetate is: Wherein, R is trifluoropropyl.

[0121] The structural formula of dimethyl ethyl silicone acetate is: Wherein, R is ethyl.

[0122] 80 kg of dimethyltrifluoropropyl silicone acetate and 20 kg of dimethylethyl silicone acetate were added to a stainless steel reactor, along with 15 kg of diphenyltetramethoxysilane and 0.2 kg of di(trifluoromethanesulfonyl)amine. The reaction was carried out at 70°C for 12 minutes, during which the byproduct methyl acetate was slowly distilled off. The methoxy groups of the diphenyltetramethoxysilane were completely replaced by dimethyltrifluoropropylsiloxy and dimethylethylsiloxy groups. The mixture was filtered through a resin, and the supernatant was subjected to reduced pressure to remove excess dimethyltrifluoropropyl silicone acetate, dimethylethyl silicone acetate, and trifluoromethanesulfonic acid, yielding the crude product.

[0123] The crude product was washed three times with an equal weight of water. The upper oily layer was collected and washed once with an equal weight of 0.1% sodium carbonate solution. Then it was washed three more times with an equal weight of water. The product was dehydrated under reduced pressure, and then precisely filtered to obtain the final product. The product has a boiling point of 158℃, a flash point of 182℃, a viscosity of 8.7 centistokes, and a freezing point of -82℃ at a pressure of 5 mmHg.

[0124] Example 25

[0125] The structural formula of dimethyltrifluoropropyl silicone acetate is: Wherein, R is trifluoropropyl.

[0126] The structural formula of dimethyl ethyl silicone acetate is: Wherein, R is ethyl.

[0127] 80 kg of dimethylperfluorooxopropyl silicone acetate and 60 kg of dimethylethyl silicone acetate were added to a stainless steel reactor, along with 15 kg of diphenyltetramethoxysilane and 0.2 kg of di(trifluoromethanesulfonyl)amine. The reaction was carried out at 80°C for 8 hours, and the byproduct methyl acetate was slowly distilled off. The methoxy groups of diphenyltetramethoxysilane were completely replaced by dimethyltrifluoropropylsiloxy and dimethylethylsiloxy groups. The mixture was filtered through a resin, and the supernatant was subjected to reduced pressure to remove excess dimethyltrifluoropropyl silicone acetate, dimethylethyl silicone acetate, and trifluoromethanesulfonic acid, yielding the crude product.

[0128] The crude product was washed three times with an equal weight of water. The upper oily layer was collected and washed once with an equal weight of 0.1% sodium carbonate solution. Then it was washed three more times with an equal weight of water. The product was dehydrated under reduced pressure, and then precisely filtered to obtain the final product. The product has a boiling point of 158℃, a flash point of 182℃, a viscosity of 8.7 centistokes, and a freezing point of -82℃ at a pressure of 5 mmHg.

[0129] Table 1

[0130]

[0131]

[0132] The above are merely preferred embodiments of the present invention and do not limit the patent scope of the present invention. Any equivalent structural or procedural transformations made using the present invention specification, or direct or indirect applications in other related technical fields, are similarly included within the patent protection scope of the present invention.

Claims

1. A poly(trialkylsilane) substituted siloxane, characterized in that, The structural formula of the poly(trialkylsilane) substituted siloxane is: ; or, ; Among them, R1, R2, R3, and R4 may be the same or different from each other, and each is independently a partially fluoroalkyl group having 1 to 16 carbon atoms.

2. The poly(trialkylsilane) substituted siloxane according to claim 1, characterized in that, The number of carbon atoms in the partially fluoroalkyl group is 1 to 8.

3. A method for preparing a poly(trialkylsilane) substituted siloxane as described in any one of claims 1-2, characterized in that, The process includes the following steps: transesterification of trialkylsilane acetate with alkoxysilane under the action of a catalyst to obtain poly(trialkylsilane) substituted siloxanes.

4. The preparation method according to claim 3, characterized in that, The alkoxysilanes include alkyltrialkoxysilanes and tetraalkoxysilanes.

5. The preparation method according to claim 3, characterized in that, The structural formula of the trialkylsilane acetate is: Wherein, R is a partially fluoroalkyl group having 1 to 16 carbon atoms.

6. The preparation method according to claim 3, characterized in that, The mass ratio of the trialkylsilane acetate to the alkoxysilane is 1 to 15:1; the amount of catalyst added is 0.1 to 10% relative to the mass of the trialkylsilane acetate.

7. The preparation method according to any one of claims 3-6, characterized in that, The catalyst comprises one or more of sulfuric acid, trifluoromethanesulfonic acid, perfluoroalkyl sulfonic acid, perfluorosulfonate resin, bis(trifluoromethylsulfonyl)amide, and sulfonate resin.

8. The preparation method according to any one of claims 3-6, characterized in that, The transesterification reaction is carried out at a temperature of 40~200℃ for a time of 10~50h.

9. The preparation method according to any one of claims 3-6, characterized in that, After the transesterification reaction is completed, the product is obtained through catalyst separation, water washing, alkali washing, water washing, drying, and filtration.

10. The use of a poly(trialkylsilane) substituted siloxane as described in any one of claims 1-2 in an immersion coolant.

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