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CN-121991355-A - Modified fluorosilicone oil and preparation method and application thereof

CN121991355ACN 121991355 ACN121991355 ACN 121991355ACN-121991355-A

Abstract

The invention belongs to the technical field of organic silicone oil, and particularly relates to modified fluorosilicone oil and a preparation method and application thereof. The modified fluorosilicone oil provided by the invention has a structure shown in a formula I, wherein n is any integer of 1-15, c is 1-7:1, a/(a+b+c+d+e) is 0-30%, and e/(a+b+c+d+e) is 1-45%. The modified fluorosilicone oil provided by the invention contains a hydrophilic group trimethylol propane monopropyl ether group, a lipophilic group alpha-methyl phenethyl group, a long-chain alkyl group and a oleophobic group nine-fluorohexyl group at the same time, so that the modified fluorosilicone oil has good solvent resistance and low surface energy, can improve low-temperature fluidity and surface energy distribution, can be applied to a coating, can ensure that the coating has good defoaming property and leveling property, has good compatibility to white carbon black extinction powder in a matte coating, and can ensure that the white carbon black extinction powder is arranged in a directional manner. Formula I.

Inventors

  • HU YINGQIAN
  • WU JIRONG
  • ZHANG PENGFEI

Assignees

  • 杭州师范大学

Dates

Publication Date
20260508
Application Date
20260409

Claims (10)

  1. 1. The modified fluorosilicone oil is characterized by having a structure shown in a formula I: A formula I; wherein n is any integer from 1 to 15; D is 1 to 7:1, a/(a+b+c+d+e) is 0 to 30%, and e/(a+b+c+d+e) is 1 to 45%.
  2. 2. The modified fluorosilicone oil according to claim 1, wherein n is any integer of 4 to 10.
  3. 3. The method for preparing the modified fluorosilicone oil according to claim 1 or 2, comprising the steps of: First mixing a compound 1, a compound 2, trimethylolpropane monoallyl ether and alpha-methylstyrene to obtain a mixed solution; Performing hydrosilylation reaction after the mixed solution is mixed with a catalyst to obtain the modified fluorosilicone oil; The compound (I) is represented by formula (I), Compound 2 wherein m is the sum of b, c and d.
  4. 4. A process according to claim 3, wherein the compound 2 comprises 1-octene or 1-heptene.
  5. 5. The preparation method according to claim 3 or 4, wherein the mass ratio of the compound 1 to the compound 2 is 40:2-12, the mass ratio of the compound 1 to the trimethylolpropane monoallyl ether is 40:8-10, and the mass ratio of the compound 1 to the alpha-methylstyrene is 40:6-20.
  6. 6. The method according to claim 5, wherein the first mixing is performed under stirring, and the temperature is raised during the first mixing, and the temperature at the end of the temperature rise is 58-62 ℃.
  7. 7. The process of claim 3 wherein said catalyst comprises Karstedt's catalyst and said second mixing is carried out with agitation.
  8. 8. The preparation method according to claim 3 or 7, wherein the temperature of the addition reaction is 80-120 ℃ and the time is 0.5-3 h.
  9. 9. The preparation method of claim 8, wherein the addition reaction further comprises the step of carrying out reduced pressure distillation on the system after the addition reaction to obtain the modified fluorosilicone oil.
  10. 10. The use of the modified fluorosilicone oil according to claim 1 or 2 or the modified fluorosilicone oil prepared by the preparation method according to any one of claims 3 to 9 as a coating additive.

Description

Modified fluorosilicone oil and preparation method and application thereof Technical Field The invention belongs to the technical field of organic silicone oil, and particularly relates to modified fluorosilicone oil and a preparation method and application thereof. Background The silicone oil is a high molecular polymer composed of repeated Si-O-Si structural units, and has many advantages such as strong chemical inertness and low surface tension, so that the silicone oil is easy to spread and suitable for being used as a wetting agent and a defoaming agent, meanwhile, the silicone oil can be kept stable at extremely low and extremely high temperatures, has wide temperature range performance, and has excellent electrical insulation property, so that the silicone oil is suitable for being used in electronic and electric industries. However, the organic silicon material has poor acid and alkali resistance and solvent resistance, the bond energy of the C-F bond is high, the polymer containing the C-F bond can be used in strong acid and alkali environments, and after fluorine-containing functional groups are introduced into polysiloxane chain segments, the acid and alkali resistance and solvent resistance of silicone oil can be effectively improved, and meanwhile, the polymer can be used for leveling and defoaming in the coating industry due to low surface energy. The existing fluorine-containing silicone oil has good leveling and defoaming properties when being used as a coating additive, but the fluorine-containing silicone oil has poor compatibility with white carbon black extinction powder, so that the surface property of the matte coating is affected. Disclosure of Invention In view of the above, the invention provides a modified fluorosilicone oil, a preparation method and application thereof, and the modified fluorosilicone oil provided by the invention has good compatibility with white carbon black extinction powder in a coating, has good defoaming property and leveling property when being added into the coating, and can enable the extinction powder to be arranged in a directional manner. In order to solve the technical problems, the invention provides modified fluorosilicone oil which has a structure shown in a formula I: A formula I; wherein n is any integer from 1 to 15; D is 1 to 7:1, a/(a+b+c+d+e) is 0 to 30%, and e/(a+b+c+d+e) is 1 to 45%. Preferably, n is any integer from 4 to 10. The invention also provides a preparation method of the modified fluorosilicone oil, which comprises the following steps: First mixing a compound 1, a compound 2, trimethylolpropane monoallyl ether and alpha-methylstyrene to obtain a mixed solution; performing addition reaction after the mixed solution is mixed with the catalyst to obtain the modified fluorosilicone oil; The compound (I) is represented by formula (I), Compound 2 wherein m is the sum of b, c and d. Preferably, the compound 2 comprises 1-octene or 1-heptene. Preferably, the mass ratio of the compound 1 to the compound 2 is 40:2-12, the mass ratio of the compound 1 to the trimethylolpropane monoallyl ether is 40:8-10, and the mass ratio of the compound 1 to the alpha-methylstyrene is 40:6-20. Preferably, the first mixing is performed under the condition of stirring, and the temperature rise is carried out in the first mixing process, wherein the temperature rise end point temperature is 58-62 ℃. Preferably, the catalyst comprises Karstedt's catalyst and the second mixing is performed under stirring. Preferably, the temperature of the addition reaction is 80-120 ℃ and the time is 0.5-3 h. Preferably, the addition reaction further comprises the step of carrying out reduced pressure distillation on the system after the addition reaction to obtain the modified fluorosilicone oil. The invention also provides application of the modified fluorosilicone oil prepared by the technical scheme or the preparation method of the modified fluorosilicone oil as a coating additive. The invention provides modified fluorosilicone oil which has a structure shown in a formula I: Wherein n is any integer of 1 to 15, c is 1 to 7:1, a/(a+b+c+d+e) is 0 to 30%, and e/(a+b+c+d+e) is 1 to 45%. The modified fluorosilicone oil provided by the invention contains a hydrophilic group trimethylol propane monopropyl ether group, a lipophilic group alpha-methyl phenethyl group, a long-chain alkyl group and a oleophobic group nine-fluorohexyl group at the same time, so that the modified fluorosilicone oil has good solvent resistance and low surface energy, can improve low-temperature fluidity and surface energy distribution, can be applied to a coating, can ensure that the coating has good defoaming property and leveling property, has good compatibility to white carbon black extinction powder in a matte coating, and can ensure that the white carbon black extinction powder is arranged in a directional manner. Drawings FIG. 1 is a hydrogen spectrum of the modified fluorosilicone oil prepared in