WO2019237401A9 - Nouvelle composition hydrophobe - Google Patents

Nouvelle composition hydrophobe Download PDF

Info

Publication number
WO2019237401A9
WO2019237401A9 PCT/CN2018/091762 CN2018091762W WO2019237401A9 WO 2019237401 A9 WO2019237401 A9 WO 2019237401A9 CN 2018091762 W CN2018091762 W CN 2018091762W WO 2019237401 A9 WO2019237401 A9 WO 2019237401A9
Authority
WO
WIPO (PCT)
Prior art keywords
hydrophobic composition
hydrogen bond
transparent
integer
novel hydrophobic
Prior art date
Application number
PCT/CN2018/091762
Other languages
English (en)
Chinese (zh)
Other versions
WO2019237401A1 (fr
Inventor
董飞
黄伟
安东尼·K·达西
曹添
Original Assignee
江苏四新科技应用研究所股份有限公司
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 江苏四新科技应用研究所股份有限公司 filed Critical 江苏四新科技应用研究所股份有限公司
Publication of WO2019237401A1 publication Critical patent/WO2019237401A1/fr
Publication of WO2019237401A9 publication Critical patent/WO2019237401A9/fr

Links

Images

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D11/00—Solvent extraction
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D19/00—Degasification of liquids
    • B01D19/02—Foam dispersion or prevention
    • B01D19/04—Foam dispersion or prevention by addition of chemical substances
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D19/00—Degasification of liquids
    • B01D19/02—Foam dispersion or prevention
    • B01D19/04—Foam dispersion or prevention by addition of chemical substances
    • B01D19/0404—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D19/00—Degasification of liquids
    • B01D19/02—Foam dispersion or prevention
    • B01D19/04—Foam dispersion or prevention by addition of chemical substances
    • B01D19/0404—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance
    • B01D19/0409—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance compounds containing Si-atoms
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D19/00—Degasification of liquids
    • B01D19/02—Foam dispersion or prevention
    • B01D19/04—Foam dispersion or prevention by addition of chemical substances
    • B01D19/0404—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance
    • B01D19/0413—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance compounds containing N-atoms
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D19/00—Degasification of liquids
    • B01D19/02—Foam dispersion or prevention
    • B01D19/04—Foam dispersion or prevention by addition of chemical substances
    • B01D19/0404—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance
    • B01D19/0431—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance containing aromatic rings
    • B01D19/0436—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance containing aromatic rings with substituted groups
    • B01D19/0445—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance containing aromatic rings with substituted groups which contain N-atoms
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
    • C09D183/10—Block or graft copolymers containing polysiloxane sequences
    • C09D183/12—Block or graft copolymers containing polysiloxane sequences containing polyether sequences
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • 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
    • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C09K23/017—Mixtures of compounds

Definitions

  • the present invention relates to the field of fine chemical products, in particular to a novel hydrophobic composition formed by combining a hydrogen bond acceptor and a hydrogen bond donor with a hydrogen bond force.
  • Hydrogen bond acceptor refers to the components that accept hydrogen bonds, mainly quaternary ammonium salts (such as choline chloride), zwitterions (such as betaine), etc.; hydrogen bond donors refer to components that provide hydrogen bonds, There are mainly urea, thiourea, carboxylic acids (phenylacetic acid, malic acid, citric acid, succinic acid, etc.), polyols (ethylene glycol, glycerol, butylene glycol, xylitol, etc.), amino acids, sugars (glucose , Fructose) trifluoroacetamide and so on.
  • carboxylic acids phenylacetic acid, malic acid, citric acid, succinic acid, etc.
  • polyols ethylene glycol, glycerol, butylene glycol, xylitol, etc.
  • amino acids sugars (glucose , Fructose) trifluoroacetamide and so on.
  • compositions that are combined by hydrogen bond acceptor and hydrogen bond donor with hydrogen bond force are hydrophilic, and the composition is mainly formed by the combination of hydrophilic hydrogen bond acceptor and hydrophilic hydrogen bond donor. .
  • CN103193711 introduces ionic liquids with negative monovalent halogen as anion and transition metal halide salts as hydrogen bond acceptors, and multiple hydrogen bond compounds (acetamide, N-methylurea, N,N'-dimethylurea, N , N-dimethylurea, urea, thiourea, caprolactam, benzamide, trifluoroacetamide, ethylene glycol, glycerin, xylitol, sorbitol, catechol, resorcinol, oxalic acid, propylene
  • One or more of diacid, succinic acid, glutaric acid, adipic acid, maleic acid, malic acid, tartaric acid, citric acid, succinic acid, phthalic acid, isophthalic acid as hydrogen Key donor.
  • CN101560187A introduces the use of tetrabutylammonium bromide or choline chloride mixed with imidazole and heated to obtain a homogeneous colorless liquid.
  • CN106567110A introduces the use of quaternary ammonium salt and polyhydric alcohol to uniformly mix to obtain a composition.
  • CN106435672A introduces a composition based on choline chloride and malic acid.
  • CN106119815A introduces a combination of quaternary ammonium salt and urea, acetamide, ethylene glycol and glycerol.
  • CN104059232A introduces a composition prepared by using acetic anhydride and choline chloride.
  • CN104596056A introduces a composition prepared by reacting a quaternary ammonium compound with a dicarboxylic acid mixture.
  • CN103752132A introduces a composition prepared by using quaternary ammonium salt (choline chloride) and hydrogen bond matrix compounds (phenol, butanediol, propylene glycol, diethylene glycol, triethylene glycol).
  • quaternary ammonium salt choline chloride
  • hydrogen bond matrix compounds phenol, butanediol, propylene glycol, diethylene glycol, triethylene glycol.
  • CN106928055A introduces a composition prepared by using choline chloride, salicylic acid and acetic anhydride.
  • CN105367074A introduces a composition prepared using quaternary ammonium salt ionic liquid, absolute ethanol, and isohexanediol.
  • US2009247432(A1) introduces the use of quaternary ammonium salts, amides, and alcohols to prepare compositions. This type of composition combined by hydrogen bonding force is also hydrophobic.
  • the above-mentioned hydrophobic composition has a relatively large surface tension, a limited degree of hydrophobicity, and a small viscosity range. At the same time, the appearance is mostly light yellow to brown, which affects the subsequent application effect and scope of this type of hydrophobic composition.
  • the purpose of the present invention is to provide a novel hydrophobic composition formed by combining a quaternary ammonium salt and its derivatives and a hydrogen bond-containing polymer with hydrogen bond force and a preparation method thereof.
  • a novel hydrophobic composition which is composed of a hydrogen bond acceptor A and a hydrogen bond donor B.
  • the hydrogen bond acceptor A is selected from the group consisting of quaternary ammonium salts and silicone A mixture of one or more of alkyl quaternary ammonium salts, monoterpene alcohol compounds, and amide compounds
  • the hydrogen bond donor B is selected from a mixture of one or more of polyethers, silicone polyethers, and hydroxy silicone oils.
  • R 1 is selected from a linear alkyl group having 1 to 18 carbons
  • R 2 , R 3 , and R 4 are selected from a linear alkyl group having 4 to 18 carbons
  • R 5 is selected from Cl or Br .
  • the general formula II of the polysiloxane quaternary ammonium salt in the composition of the present invention is as follows:
  • M is a chain link Me 3 SiO 1/2
  • D is a chain link Me 2 SiO 2/2
  • Me is a methyl group
  • a is an integer from 10 to 100
  • b is an integer from 1 to 20
  • R It is a quaternary ammonium salt group II—I, and its general structure is as follows:
  • R 6 , R 7 and R 8 are selected from linear alkyl groups having 1 to 8 carbon atoms.
  • the monoterpene alcohol compound in the present invention is a monocyclic monoterpene alcohol compound selected from the group consisting of menthol, terpineol, perillyl alcohol, and carvol.
  • the structural formula III of the amide substance in the present invention is as follows:
  • R 9, R 1 0 are selected from linear alkyl group having a carbon number of 1-8, branched chain alkyl, aminoalkyl, cycloalkyl, aralkyl.
  • the general structural formula IV of the polyether in the present invention is as follows:
  • R 9 is a linear or branched alkyl group, an alkene group, or a cycloalkyl group having a carbon number of 1 to 6, m is an integer of 1 to 50, and n is an integer of 10 to 100.
  • the general formula V of the silicon polyether structure of the present invention is as follows:
  • Me is a methyl group
  • x and y are the degree of polymerization
  • x is an integer from 1 to 100
  • y is an integer from 1 to 50
  • P is selected from methyl and polyether groups VI-I, at least One P is a polyether group
  • the general structure of the polyether group V—I is as follows:
  • c and d are the degree of polymerization, c is an integer of 1-10, and d is an integer of 10-50.
  • Me is a methyl group
  • e is an integer from 10 to 100.
  • the amount of hydrogen bond acceptor A is 17%-50% of the total mass of the novel hydrophobic composition, and the amount of hydrogen bond donor B is 50%-50% of the total mass of the novel hydrophobic composition. 83%.
  • the hydrogen bond acceptor A when the hydrogen bond acceptor A is a single substance, quaternary ammonium salts are preferred, polysiloxane quaternary ammonium salts are second preferred, and monoterpene alcohol compounds and amide compounds are more preferred.
  • R 1 in the quaternary ammonium salt of the present invention is preferably a linear alkyl group having 8 to 18 carbon atoms.
  • R 2 , R 3 , and R 4 are preferably linear alkyl groups having 8-18 carbon atoms.
  • the carbon numbers of R 9 and R 10 in the amide compound of the present invention are preferably 4 to 8;
  • x is preferably an integer of 10-40, and y is preferably an integer of 10-20.
  • n is preferably an integer of 15-50.
  • e is preferably an integer of 20-60.
  • the preparation method of the novel hydrophobic composition provided by the present invention is as follows:
  • the temperature of the water bath in steps 2) and 3) of the present invention is 20-90°C.
  • the temperature is lower than 20°C, the preparation time of the composition is prolonged, and when the temperature is higher than 90°C, the appearance of the composition becomes darker. , Is not conducive to subsequent applications.
  • novel hydrophobic composition of the present invention can be used directly as a defoamer in an industrial production process, and can also be used as a synthetic raw material for a defoamer, such as an emulsifier and a carrier of a mineral oil defoamer.
  • novel hydrophobic composition of the present invention can be applied to a chemical reaction process as a reaction medium instead of traditional organic solvents.
  • novel hydrophobic composition of the present invention can be applied to the separation process in synthetic chemistry as an extractant.
  • novel hydrophobic composition of the invention has the advantages of low surface tension, high degree of hydrophobicity, wide viscosity range, good selectivity, transparent appearance and easy subsequent application, and can be widely used in industrial production processes.
  • Figure 1 is a schematic diagram of the surface tension test results of the composition in the embodiment of the present invention.
  • Figure 2 is a schematic diagram of the test results of the water content of the composition in an embodiment of the present invention.
  • Figure 3 is a schematic diagram of the test results of the oil phase water content after the composition is mixed with water in an embodiment of the present invention
  • FIG. 6 is a schematic diagram of the result of applying the embodiment in the embodiment of the present invention.
  • the novel hydrophobic composition prepared by the present invention has lower surface tension, higher degree of hydrophobicity (low water content, low oil phase water content after mixing with water), and good selectivity (wide The viscosity range), colorless, transparent and clear appearance. The following comparison tests are carried out respectively.
  • composition surface tension test use KRUSS's BP100 dynamic surface tension meter to test.
  • composition moisture content test use Karl Fischer moisture meter to test;
  • Composition viscosity test use BROOKFIELD's DV2TLVTJ0 viscometer to test.
  • composition appearance test visual inspection.
  • Example 1 Place a ceramic tray containing tetraoctyl ammonium bromide in an oven at 100°C for 3 hours, take it out and cool it to room temperature in a glass desiccator, accurately weigh 50g of dried tetraoctyl ammonium bromide and place it in Put 50g polyether CH 3 (OCH 2 CH 2 ) 2 (OCH 2 CHCH 3 ) 15 OH into a 250mL four-necked flask, seal it, keep it in a water bath at 90°C and stir for 0.5h, until the system is transparent, continue to keep it warm and stirring at 90°C 0.5h, a transparent and clear hydrophobic composition M1 is formed.
  • Example 2 Place the ceramic tray containing tetraoctylammonium bromide in an oven at 100°C for 3h, take it out and cool it to room temperature in a glass desiccator, accurately weigh 50g of dried tetraoctylammonium bromide and place it in Into a 250mL four-necked flask, put 50g of silicone polyether (CH 3 ) 3 SiO(Me 2 SiO) 10 ⁇ (Me(CH 2 CH 2 CH 2 (OCH 2 CH 2 )(OCH 2 CHCH 3 ) 10 OH)SiO ⁇ 10 Si(CH 3 ) 3 , sealed, kept in a water bath at 90°C and stirred for 0.5h. After the system became transparent, kept stirring at 90°C for 0.5h to form a transparent, clear and hydrophobic composition M2.
  • Example 3 Place the ceramic tray containing tetraoctylammonium bromide in an oven at 100°C for 3h, take it out and cool it to room temperature in a glass desiccator, accurately weigh 50g of dried tetraoctylammonium bromide and place it in Put 50g of hydroxy silicone oil HOMe 2 Si(OSiMe 2 ) 20 OSiMe 2 OH into a 250mL four-necked flask, seal it, keep it in a water bath at 90°C and stir for 0.5h. After the system is transparent, keep it at 90°C and stir for 0.5h to form a Transparent clear hydrophobic composition M3.
  • Example 4 Place the ceramic tray containing tetraoctadecylammonium chloride in an oven at 110°C for 1h, take it out and cool it to room temperature in a glass desiccator, accurately weigh 40g of dried tetraoctadecylammonium chloride and place it in Put 60g of hydroxy silicone oil HOMe 2 Si(OSiMe 2 ) 60 OSiMe 2 OH into a 250mL four-necked flask, seal it, keep it in a water bath at 20°C and stir for 1.5h. After the system is transparent, keep it at 20°C and stir for 1.5h to form a Transparent clear hydrophobic composition M4.
  • Example 5 Place a ceramic tray containing MD 10 (Me(CH 2 CH 2 CH 2 (C 8 H 17 ) 3 NCl)SiO)M in an oven at 110°C for 1 hour, then take it out and place it in a glass desiccator to cool to At room temperature, accurately weigh 40g of dried MD 10 (Me(CH 2 CH 2 CH 2 (C 8 H 17 ) 3 NCl)SiO)M into a 250mL four-necked flask, and then put in 60g of hydroxy silicone oil HOMe 2 Si(OSiMe 2 ) 60 OSiMe 2 OH, sealed, kept in a water bath at 20°C and stirred for 1.5h. After the system is transparent, keep holding and stirring at 20°C for 1.5h to form a transparent, clear and hydrophobic composition M5.
  • MD 10 Me(CH 2 CH 2 CH 2 (C 8 H 17 ) 3 NCl)SiO
  • Example 6 Put the ceramic tray containing (CH 3 CH 2 ) 2 N-CH 2 -CO-NH- ⁇ Ph(CH 3 ) 2 ⁇ in an oven at 110°C for 1 hour, then take it out and place it in a glass desiccator for cooling To room temperature, accurately weigh 40g of dried (CH 3 CH 2 ) 2 N-CH 2 -CO-NH- ⁇ Ph(CH 3 ) 2 ⁇ into a 250mL four-necked flask, and then put in 60g of hydroxy silicone oil HOMe 2 Si (OSiMe 2 ) 60 OSiMe 2 OH, sealed, heat preservation and stirring in a water bath at 20°C for 1.5 hours, and after the system is transparent, continue heat preservation and stirring at 20°C for 1.5 hours to form a transparent, clear and hydrophobic composition M6.
  • OSiMe 2 hydroxy silicone oil
  • Example 7 Place the ceramic tray containing menthol in an oven at 110°C for 1 hour, take it out and cool it to room temperature in a glass desiccator, accurately weigh 40g of dried menthol and place it in a 250mL four-necked flask, and then put it in 60g of hydroxy silicone oil HOMe 2 Si(OSiMe 2 ) 60 OSiMe 2 OH, sealed, kept in a water bath at 20°C and stirred for 1.5h, and after the system became transparent, kept stirring at 20°C for 1.5h to form a transparent, clear and hydrophobic composition M7.
  • Example 8 Place a ceramic tray containing tetraoctyl ammonium bromide and polysiloxane quaternary ammonium salt MD 100 (Me(CH 2 CH 2 CH 2 (CH 3 ) 3 NCl) SiO) 20 M at 100°C Let the oven stand for 3 hours, take it out and cool it to room temperature in a glass desiccator, accurately weigh out 30g of dried tetraoctylammonium chloride and 20g of dried MD 100 (Me(CH 2 CH 2 CH 2 (CH 3 ) 3 NCl )SiO) 20 M is placed in a 250mL four-necked flask, then 50g polyether CH 3 (OCH 2 CH 2 ) 2 (OCH 2 CHCH 3 ) 15 OH is put in, sealed, kept in a water bath at 90°C and stirred for 0.5h until the system is transparent Afterwards, the temperature was kept at 90° C. and stirring was continued for 0.5 h to form a transparent, clear and hydropho
  • Example 9 Place a ceramic tray containing tetraoctylammonium bromide and terpineol in an oven at 100°C for 3h, take it out and cool it to room temperature in a glass desiccator, and accurately weigh 20g of dried tetraoctyl chloride Put ammonium chloride and 30g dried terpineol in a 250mL four-necked flask, and then put 50g silicone polyether (CH 3 ) 3 SiO(Me 2 SiO) 10 ⁇ (Me(CH 2 CH 2 CH 2 (OCH 2 CH 2 )(OCH 2 CHCH 3 ) 10 OH)SiO ⁇ 10 Si(CH 3 ) 3 , sealed, keep in a water bath at 90°C and stir for 0.5h. After the system is transparent, keep stirring at 90°C for 0.5h to form a transparent and clear Hydrophobic composition M9.
  • Example 10 Put a ceramic tray containing tetraoctylammonium bromide and amides CH 3 (CH 2 ) 3 -CO-NH-Ph in an oven at 100°C for 3 hours, then take it out and place it in a glass desiccator to cool to At room temperature, accurately weigh 15g of dried tetraoctylammonium chloride and 35g of dried CH 3 (CH 2 ) 3 -CO-NH-Ph into a 250mL four-necked flask, and then put in 50g of hydroxy silicone oil HOMe 2 Si( OSiMe 2 ) 20 OSiMe 2 OH, sealed, kept in a water bath at 90° C. and stirred for 0.5 h. After the system became transparent, the system was kept at 90° C. and stirred for 0.5 h to form a transparent, clear and hydrophobic composition M10.
  • Example 11 Put MD 10 (Me(CH 2 CH 2 CH 2 (C 8 H 17 ) 3 NCl) SiO) M, amides
  • the ceramic tray of CH 3 (CH 3 CH 2 CH)-CO-NH-CH 2 - ⁇ CH(CH 2 ) 4 ⁇ is placed in an oven at 110°C for 1 hour, then taken out and placed in a glass desiccator to cool to room temperature, and weighed accurately 10g dried MD 10 (Me(CH 2 CH 2 CH 2 (C 8 H 17 ) 3 NCl)SiO)M, 30g dried CH 3 (CH 3 CH 2 CH)-CO-NH-CH 2 -( Put CH(CH 2 ) 4 ⁇ in a 250mL four-necked flask, then put in 60g of hydroxy silicone oil HOMe 2 Si(OSiMe 2 ) 60 OSiMe 2 OH, 20g, seal, keep in a water bath at 20°C and stir for 1.5h, until the system is transparent, Continue to heat and stir for 1.5 hours at 20°C to form a transparent, clear and hydrophobic composition M11.
  • Example 12 Place the ceramic tray containing (CH 3 CH 2 ) 2 N-CH 2 -CO-NH- ⁇ Ph(CH 3 ) 2 ⁇ and carvol in an oven at 110°C for 1 hour, take it out and place it on The glass desiccator was cooled to room temperature, and accurately weighed 20g of dried (CH 3 CH 2 ) 2 N-CH 2 -CO-NH- ⁇ Ph(CH 3 ) 2 ⁇ , 20g of dried carvol and placed it in 250 mL of four Put 60g of hydroxy silicone oil HOMe 2 Si(OSiMe 2 ) 60 OSiMe 2 OH into the open-mouth flask, seal it, keep it in a water bath at 20°C and stir for 1.5h. After the system is transparent, keep it at 20°C and stir for 1.5h to form a transparent and clear Hydrophobic composition M12.
  • Example 13 Add menthol, tetradecylammonium chloride, MD 50 (Me(CH 2 CH 2 CH 2 (C 3 H 7 ) 3 NCl) SiO) 10 M, CH 3 (CH 2 ) 3-
  • the ceramic tray of CO-NH-(CH 2 ) 3 CH 3 is placed in an oven at 110°C for 1 hour, taken out and placed in a glass desiccator to cool to room temperature, and accurately weighed out 10g dried menthol and 10g dried MD 50 ( Me(CH 2 CH 2 CH 2 (C 3 H 7 ) 3 NCl)SiO) 10 M, 10g dried tetradecylammonium chloride, 10g dried CH 3 (CH 2 ) 3 -CO-NH-( Put CH 2 ) 3 CH 3 in a 250mL four-necked flask, then put in 60g of hydroxy silicone oil HOMe 2 Si(OSiMe 2 ) 60 OSiMe 2 OH, seal, keep in a water bath at 20°C and stir for
  • Example 14 Place the ceramic tray containing tetraoctylammonium bromide in an oven at 100°C for 3h, take it out and cool it to room temperature in a glass desiccator, accurately weigh 50g of dried tetraoctylammonium chloride and place it in Put into a 250mL four-necked flask, then put 25g polyether CH 3 (OCH 2 CH 2 ) 2 (OCH 2 CHCH 3 ) 15 OH, 25g silicone polyether (CH 3 ) 3 SiO(Me 2 SiO) 40 ⁇ (Me(CH 2 CH 2 CH 2 (OCH 2 CH 2 ) 10 (OCH 2 CHCH 3 ) 50 OH)SiO ⁇ 20 Si(CH 3 ) 3 Seal, keep in a water bath at 90°C and stir for 0.5h, until the system is transparent, continue to keep the temperature at 90°C Stir for 0.5h to form a transparent and clear hydrophobic composition M14.
  • Example 15 Place the ceramic tray containing tetraoctylammonium bromide in an oven at 100°C for 3h, take it out and cool it to room temperature in a glass desiccator, accurately weigh 50g of dried tetraoctylammonium chloride and place it in Into a 250mL four-necked flask, put 20g silicone polyether (CH 3 ) 3 SiO(Me 2 SiO) 10 ⁇ (Me(CH 2 CH 2 CH 2 (OCH 2 CH 2 )(OCH 2 CHCH 3 ) 10 OH)SiO ⁇ 10 Si(CH 3 ) 3 , 30g of hydroxy silicone oil HOMe 2 Si(OSiMe 2 ) 40 OSiMe 2 OH sealed, kept in a water bath at 90°C and stirred for 0.5h, until the system is transparent, continue to keep holding and stirring at 90°C for 0.5h to form a Transparent clear hydrophobic composition M15.
  • silicone polyether CH 3
  • Example 16 Place the ceramic tray containing tetraoctylammonium bromide in an oven at 100°C for 3h, take it out and cool it to room temperature in a glass desiccator, accurately weigh 50g of dried tetraoctylammonium chloride and place it in Put 15g of hydroxy silicone oil HOMe 2 Si(OSiMe 2 ) 20 OSiMe 2 OH, 35g polyether CH 3 (CH 2 ) 5 (OCH 2 CH 2 ) 10 (OCH 2 CHCH 3 ) 50 OH into a 250mL four-necked flask, and seal it, Heat and stir in a water bath at 90°C for 0.5h. After the system is transparent, continue to heat and stir at 90°C for 0.5h to form a transparent, clear and hydrophobic composition M16.
  • HOMe 2 Si(OSiMe 2 ) 20 OSiMe 2 OH 35g polyether CH 3 (CH 2 ) 5 (OCH 2 CH 2 ) 10 (
  • Example 17 The ceramic tray containing tetraoctyl ammonium bromide was placed in an oven at 100°C for 3 hours, then taken out and placed in a glass desiccator to cool to room temperature, and 50 g of dried tetraoctyl ammonium chloride was accurately weighed and placed in 250 mL Into a four-necked flask, 15g polyether CH 3 (OCH 2 CH 2 ) 2 (OCH 2 CHCH 3 ) 15 OH, 15g silicone polyether (CH 3 ) 3 SiO(Me 2 SiO) 20 ⁇ (Me(CH 2) CH 2 CH 2 (OCH 2 CH 2 ) 5 (OCH 2 CHCH 3 ) 30 OH)SiO ⁇ 15 Si(CH 3 ) 3 , 20g hydroxy silicone oil HOMe 2 Si(OSiMe 2 ) 30 OSiMe 2 OH sealed, water bath at 90°C After the system is kept and stirred for 0.5 h, after the system is transparent, the temperature is kept
  • Example 18 Place the ceramic tray containing tetralauryl ammonium chloride in an oven at 105°C for 2 hours, take it out and cool it to room temperature in a glass desiccator, accurately weigh out 17g of dried tetralauryl ammonium chloride and place it in Put into a 250mL four-necked flask, then put 83g of hydroxy silicone oil HOMe 2 Si(OSiMe 2 ) 50 OSiMe 2 OH, seal it, keep it in a water bath at 60°C and stir for 1h, until the system is transparent, continue to keep it warm and stir for 1h at 60°C to form a transparent and clear Hydrophobic composition M18.
  • Example 19 Place the ceramic tray containing tetradecylammonium bromide in an oven at 108°C for 1.2h, take it out and cool it to room temperature in a glass desiccator, accurately weigh 25g of dried tetradecylammonium bromide and place it Put 75g polyether (CH 3 ) 2 CH 2 CH(OCH 2 CH 2 ) 5 (OCH 2 CHCH 3 ) 30 OH into a 250mL four-necked flask, seal it, keep it in a 40°C water bath and stir for 1.3h until the system is transparent Afterwards, the temperature was kept at 40°C and stirred for 1.2 hours to form a transparent, clear and hydrophobic composition M19.
  • polyether (CH 3 ) 2 CH 2 CH(OCH 2 CH 2 ) 5 (OCH 2 CHCH 3 ) 30 OH into a 250mL four-necked flask, seal it, keep it in a 40°C water bath and stir for 1.3h until the system is
  • Example 20 Place the ceramic tray containing tetraoctyl ammonium chloride in an oven at 103°C for 2.5 hours, take it out and cool it to room temperature in a glass desiccator, accurately weigh out 45g of dried tetraoctyl ammonium chloride and place it Put into a 250mL four-necked flask, then put 55g of silicone polyether (CH 3 ) 3 SiO(Me 2 SiO) 30 ⁇ (Me(CH 2 CH 2 CH 2 (OCH 2 CH 2 )(OCH 2 CHCH 3 ) 10 OH) SiO ⁇ 18 Si(CH 3 ) 3 , sealed, kept in a water bath at 50° C. and stirred for 1.5 hours. After the system is transparent, continue to keep warm and agitate at 50° C. for 1 hour to form a transparent, clear and hydrophobic composition M20.
  • silicone polyether CH 3 SiO(Me 2 SiO) 30 ⁇ (Me(CH 2 CH 2 CH 2 (OCH 2 CH 2
  • Example 21 Place the ceramic tray containing methyl trioctyl ammonium chloride in an oven at 105°C for 2 hours, take it out and cool it to room temperature in a glass desiccator, and accurately weigh out 17 g of dried tetralauryl ammonium chloride Put it in a 250mL four-necked flask, then put in 83g of hydroxy silicone oil HOMe 2 Si(OSiMe 2 ) 50 OSiMe 2 OH, seal it, keep it in a water bath at 60°C and stir for 1h. After the system is transparent, keep it at 60°C and keep stirring for 1h to form a Transparent clear hydrophobic composition M21.
  • Example 22 Place the ceramic tray containing methyltributylammonium bromide in an oven at 108°C for 1.2h, take it out and cool it to room temperature in a glass desiccator, and accurately weigh 25g of the dried tetradecyl bromide Ammonium was placed in a 250mL four-necked flask, and then 75g polyether (CH 3 ) 2 CH 2 CH(OCH 2 CH 2 ) 5 (OCH 2 CHCH 3 ) 30 OH was put into it, sealed, and kept in a water bath at 40°C and stirred for 1.3 hours to After the system was transparent, the temperature was kept at 40°C and stirred for 1.2 hours to form a transparent, clear and hydrophobic composition M22.
  • polyether (CH 3 ) 2 CH 2 CH(OCH 2 CH 2 ) 5 (OCH 2 CHCH 3 ) 30 OH was put into it, sealed, and kept in a water bath at 40°C and stirred for 1.3 hours to After the system was transparent, the
  • Example 23 Place the ceramic tray containing tetrapentylammonium chloride in an oven at 103°C for 2.5h, take it out and cool it to room temperature in a glass desiccator, accurately weigh out 45g of dried tetraoctylammonium chloride and place it Put into a 250mL four-necked flask, then put 55g silicone polyether (CH 3 ) 3 SiO(Me 2 SiO) 30 ⁇ (Me(CH 2 CH 2 CH 2 (OCH 2 CH 2 )(OCH 2 CHCH 3 ) 10 OH) SiO ⁇ 18 Si(CH 3 ) 3 , sealed, kept in a water bath at 50° C. and stirred for 1.5 hours. After the system became transparent, the system was kept at 50° C. and stirred for 1 hour to form a transparent, clear and hydrophobic composition M23.
  • Example 24 Put the ceramic tray containing (CH 3 CH 2 ) 2 N-CH 2 -CO-NH- ⁇ Ph(CH 3 ) 2 ⁇ in an oven at 102°C for 2.5 hours, then take it out and place it in a glass desiccator Cool to room temperature, accurately weigh 20g of dried (CH 3 CH 2 ) 2 N-CH 2 -CO-NH- ⁇ Ph(CH 3 ) 2 ⁇ into a 250mL four-necked flask, and then put in 80g of hydroxy silicone oil HOMe 2 Si(OSiMe 2 ) 35 OSiMe 2 OH, sealed, kept in a water bath at 35° C. and stirred for 1.5 hours. After the system became transparent, the system was kept at 35° C. and stirred for 1.5 hours to form a transparent, clear and hydrophobic composition M24.
  • Example 26 Place the ceramic tray containing CH 3 (CH 2 ) 5 -CO-NH-Ph in an oven at 107°C for 2 hours, take it out and cool it to room temperature in a glass desiccator, and accurately weigh 22 g of the dried CH 3 (CH 2 ) 5 -CO-NH-Ph is placed in a 250mL four-necked flask, and then 78g silicone polyether ⁇ HO(CH 3 CHCH 2 O) 40 (CH 2 CH 2 O) 3 CH 2 CH 2 CH 2 Si(Me) 2 O ⁇ (Si(Me) 2 O) 30 Si(Me) 3 , sealed, keep in a water bath at 45°C and stir for 1.5h. After the system is transparent, continue to keep the temperature and stir for 1.5h at 45°C to form a transparent Clarifies the hydrophobic composition M26.
  • Example 27 Place the ceramic tray containing CH 3 -CO-NH-CH 2 CH 3 in an oven at 102°C for 2.5 hours, take it out and cool it to room temperature in a glass desiccator, and accurately weigh 20 g of the dried CH 3 -CO-NH-CH 2 CH 3 was placed in a 250mL four-necked flask, and then put 80g of hydroxy silicone oil HOMe 2 Si(OSiMe 2 ) 35 OSiMe 2 OH, sealed, kept in a 35°C water bath and stirred for 1.5h, until the system was transparent, Continue to heat and stir at 35°C for 1.5 hours to form a transparent, clear and hydrophobic composition M27.
  • Example 29 Place the ceramic tray containing CH 3 -CO-NH-CH 3 in an oven at 107°C for 2 hours, take it out and cool it to room temperature in a glass desiccator, and accurately weigh 22 g of the dried CH 3 -CO- NH-CH 3 was placed in a 250mL four-necked flask, and then 78g silicone polyether ⁇ HO(CH 3 CHCH 2 O) 40 (CH 2 CH 2 O) 3 CH 2 CH 2 CH 2 Si(Me) 2 O ⁇ ( (Me) 2 SiO) 30 Si(Me) 3 , sealed, kept in a water bath at 45°C and stirred for 1.5h. After the system is transparent, continue to heat and stir at 45°C for 1.5h to form a transparent, clear and hydrophobic composition M29.
  • Example 30 Place the ceramic tray containing tetraoctylammonium bromide in an oven at 100°C for 3h, take it out and cool it to room temperature in a glass desiccator, accurately weigh 30g of dried tetraoctylammonium bromide and place it in Into a 250mL four-necked flask, put 70g of silicone polyether ⁇ HO(CH 3 CHCH 2 O) 15 (CH 2 CH 2 O) 8 CH 2 CH 2 CH 2 Si(Me) 2 O ⁇ ((Me) 2 SiO) 45 ⁇ HO(CH 3 CH 2 CH 2 O) 15 (CH 2 CH 2 O) 8 CH 2 CH 2 CH 2 Si(Me) 2 ⁇ , seal, keep in a water bath at 90°C and stir for 0.5h, until the system is transparent, Continue to heat and stir at 90°C for 0.5h to form a transparent, clear and hydrophobic composition M30.
  • Example 31 Place the ceramic tray containing the polysiloxane quaternary ammonium salt MD 10 (Me(CH 2 CH 2 CH 2 (C 8 H 17 ) 3 NCl)SiO)M in an oven at 100°C for 2 hours, and take it out Place it in a glass desiccator to cool to room temperature, accurately weigh out 32g of the dried polysiloxane quaternary ammonium salt MD 10 (Me(CH 2 CH 2 CH 2 (C 8 H 17 ) 3 NCl)SiO)M and place it in 250 mL of quaternary ammonium salt MD 10 (Me(CH 2 CH 2 CH 2 (C 8 H 17) 3 NCl)SiO)M Into the mouth flask, then put 68g of silicone polyether ⁇ HO(CH 3 CHCH 2 O) 40 (CH 2 CH 2 O) 3 CH 2 CH 2 CH 2 Si(Me) 2 O ⁇ ((Me) 2 SiO) 25 ⁇ (Me(CH 2 CH 2 CH 2 (OCH 2 CH
  • Example 32 Place the ceramic tray containing menthol in an oven at 100°C for 2h, take it out and cool it to room temperature in a glass desiccator, accurately weigh 44g of dried menthol and place it in a 250mL four-necked flask, and then put it in 56g silicone polyether ⁇ HO(CH 3 CHCH 2 O) 25 (CH 2 CH 2 O) 6 CH 2 CH 2 CH 2 Si(Me) 2 O)((Me) 2 SiO) 35 ⁇ (Me(CH 2 CH 2 CH 2 (OCH 2 CH 2 ) 6 (OCH 3 CHCH 3 ) 25 OH)SiO) 12 ⁇ HO(CH 3 CHCH 2 O) 25 (CH 2 CH 2 O) 6 CH 2 CH 2 CH 2 Si(Me) 2 ⁇ , sealed, kept in a water bath at 75°C and stirred for 1.5h. After the system is transparent, continue to keep warm and stirring at 75°C for 1h to form a transparent, clear and hydrophobic composition M32.
  • Example 33 Place the ceramic tray containing tetraoctyl ammonium bromide in an oven at 100°C for 3 hours, take it out and cool it to room temperature in a glass desiccator, accurately weigh 30 g of dried tetraoctyl ammonium bromide and place it in Into a 250mL four-necked flask, put 70g of silicone polyether ⁇ HO(CH 3 CHCH 2 O) 15 (CH 2 CH 2 O) 8 CH 2 CH 2 CH 2 Si(Me) 2 O ⁇ ((Me) 2 SiO) 45 ⁇ HO(CH 3 CH 2 CH 2 O) 15 (CH 2 CH 2 O) 8 CH 2 CH 2 CH 2 Si(Me) 2 ⁇ , seal, keep in a water bath at 90°C and stir for 0.5h, until the system is transparent, Continue to heat and stir at 90°C for 0.5h to form a transparent, clear and hydrophobic composition M33.
  • Example 34 Place the ceramic tray containing the polysiloxane quaternary ammonium salt MD 10 (Me(CH 2 CH 2 CH 2 (C 8 H 17 ) 3 NCl)SiO)M in an oven at 100°C for 2 hours, and take it out Place it in a glass desiccator to cool to room temperature, accurately weigh 32g of the dried polysiloxane quaternary ammonium salt MD 10 (Me(CH 2 CH 2 CH 2 (C 8 H 17 ) 3 NCl)SiO)M into 250mL Into the mouth flask, then put 68g of silicone polyether ⁇ HO(CH 3 CHCH 2 O) 40 (CH 2 CH 2 O) 3 CH 2 CH 2 CH 2 Si(Me) 2 O ⁇ ((Me) 2 SiO) 25 ⁇ (Me(CH 2 CH 2 CH 2 (OCH 2 CH 2 ) 3 (OCH 2 CHCH 3 ) 40 OH)SiO ⁇ 18 Si(CH 3 ) 3 , sealed, keep in a water bath at 85
  • Example 35 Place the ceramic tray containing menthol in an oven at 100°C for 2h, take it out and cool it to room temperature in a glass desiccator, accurately weigh 44g of dried menthol and place it in a 250mL four-necked flask, and then put it in 56g silicone polyether ⁇ HO(CH 3 CHCH 2 O) 25 (CH 2 CH 2 O) 6 CH 2 CH 2 CH 2 Si(Me) 2 O)((Me) 2 SiO) 35 ⁇ (Me(CH 2 CH 2 CH 2 (OCH 2 CH 2 ) 6 (OCH 3 CHCH 3 ) 25 OH)SiO) 12 ⁇ HO(CH 3 CHCH 2 O) 25 (CH 2 CH 2 O) 6 CH 2 CH 2 CH 2 Si(Me) 2 ⁇ , seal, heat and stir in a water bath at 75°C for 1.5 hours. After the system is transparent, continue to heat and stir at 75°C for 1 hour to form a transparent, clear and hydrophobic composition M35.
  • Example 36 Place the ceramic tray containing tetralauryl ammonium chloride in an oven at 105°C for 2 hours, take it out and cool it to room temperature in a glass desiccator, accurately weigh 18g of dried tetralauryl ammonium chloride and place it in Put into a 250mL four-necked flask, then put in 82g of hydroxy silicone oil HOMe 2 Si(OSiMe 2 ) 55 OSiMe 2 OH, seal it, keep it in a water bath at 60°C and stir for 1h. After the system is transparent, keep it at 60°C and stir for 1h to form a transparent and clear Hydrophobic composition M36.
  • Example 37 Place a ceramic tray containing polysiloxane quaternary ammonium salt MD 30 (Me(CH 2 CH 2 CH 2 (C 8 H 17 ) 3 NCl) SiO) 8 M in an oven at 105° C. and let stand for 1.5 hours , Take it out and cool to room temperature in a glass desiccator, accurately weigh 24g of dried polysiloxane quaternary ammonium salt MD 30 (Me(CH 2 CH 2 CH 2 (C 8 H 17 ) 3 NCl)SiO) 8 M Put 76g of hydroxy silicone oil HOMe 2 Si(OSiMe 2 ) 45 OSiMe 2 OH into a 250mL four-necked flask, seal it, keep it in a water bath at 60°C and stir for 1h. After the system is transparent, keep it at 60°C and stir for 1h to form a transparent Clarifies the hydrophobic composition M37.
  • Example 38 Put a ceramic tray containing (CH 3 CH 2 ) 2 N-CH 2 -CO-NH- ⁇ Ph(CH 3 ) 2 ⁇ in an oven at 102°C for 2.5 hours, then take it out and place it in a glass desiccator Cool to room temperature, accurately weigh 20g of dried (CH 3 CH 2 ) 2 N-CH 2 -CO-NH- ⁇ Ph(CH 3 ) 2 ⁇ into a 250mL four-necked flask, and then put in 80g of hydroxy silicone oil HOMe 2 Si(OSiMe 2 ) 25 OSiMe 2 OH, sealed, kept in a water bath at 35° C. and stirred for 1.5 h. After the system is transparent, the system was kept at 35° C. and stirred for 1.5 h to form a transparent, clear and hydrophobic composition M38.
  • Example 39 Place the ceramic tray containing Tetralauryl Ammonium Chloride in an oven at 105°C for 2h, take it out and cool it to room temperature in a glass desiccator, accurately weigh 18g of the dried Tetralauryl Ammonium Chloride and place it in Put into a 250mL four-necked flask, then put 82g of hydroxy silicone oil HOMe 2 Si(OSiMe 2 ) 10 OSiMe 2 OH, seal it, keep it in a water bath at 60°C and stir for 1h. After the system is transparent, keep it warm and stir for 1h at 60°C to form a transparent and clear Hydrophobic composition M39.
  • Example 40 Place a ceramic tray containing polysiloxane quaternary ammonium salt MD 30 (Me(CH 2 CH 2 CH 2 (C 8 H 17 ) 3 NCl) SiO) 8 M in an oven at 105° C. and let stand for 1.5 hours , Take it out and cool to room temperature in a glass desiccator, accurately weigh 24g of dried polysiloxane quaternary ammonium salt MD 30 (Me(CH 2 CH 2 CH 2 (C 8 H 17 ) 3 NCl)SiO) 8 M Put 76g of hydroxy silicone oil HOMe 2 Si(OSiMe 2 ) 100 OSiMe 2 OH into a 250mL four-necked flask, seal it, keep it in a water bath at 60°C and stir for 1h. After the system is transparent, keep it at 60°C and stir for 1h to form a transparent Clarifies the hydrophobic composition M40.
  • Example 41 Put the ceramic tray containing (CH 3 CH 2 ) 2 N-CH 2 -CO-NH- ⁇ Ph(CH 3 ) 2 ⁇ in an oven at 102°C for 2.5 hours, then take it out and place it in a glass desiccator Cool to room temperature, accurately weigh 20g of dried (CH 3 CH 2 ) 2 N-CH 2 -CO-NH- ⁇ Ph(CH 3 ) 2 ⁇ into a 250mL four-necked flask, and then put in 80g of hydroxy silicone oil HOMe 2 Si(OSiMe 2 ) 80 OSiMe 2 OH, sealed, kept in a water bath at 35° C. and stirred for 1.5 hours. After the system became transparent, the system was kept warm and stirred for 1.5 hours at 35° C. to form a transparent, clear and hydrophobic composition M41.
  • Example 42 Place the ceramic tray containing Tetralauryl Ammonium Chloride in an oven at 105°C for 2 hours, take it out and cool it to room temperature in a glass desiccator, accurately weigh 18g of the dried Tetralauryl Ammonium Chloride and place it in Put into a 250mL four-necked flask, then put in 82g of hydroxy silicone oil HOMe 2 Si(OSiMe 2 ) 15 OSiMe 2 OH, seal it, keep it in a water bath at 60°C and stir for 1h. After the system is transparent, keep it warm and stir for 1h at 60°C to form a transparent and clear Hydrophobic composition M42.
  • Application Example 1 Apply to defoamer; prepare hydrophobic composition M1 using the method of Example 1, refer to the standard GB/T 26527-2011 to test the defoaming performance of hydrophobic composition M1; the results obtained are shown in Figure 6 .
  • Application Example 2 Apply to chemical reactions as an organic solvent; use the method of Example 3 to prepare the hydrophobic composition M3 as an organic solvent for chemical reactions, and refer to the method of Example 1 of patent CN104059232A to prepare acetylated modified lignosulfonate; The results obtained are shown in Figure 6.
  • Application Example 3 Apply to chemical separation as an extractant: use the method of Example 4 to prepare the hydrophobic composition M4 as an extractant for diesel desulfurization. Refer to the method in Example 2 of Patent CN104593056A for experimentation and testing; the results obtained As shown in Figure 6.
  • Example 1 The ceramic tray containing tetraoctylammonium bromide was placed in an oven at 100°C for 3 hours, and then placed in a glass desiccator to cool to room temperature, and 50g of dried tetraoctylammonium bromide was accurately weighed. Put the base ammonium bromide in a 250mL four-necked flask, then put in 50g of octanol, seal it, keep it in a water bath at 90°C and stir for 0.5h. After the system is transparent, keep it at 90°C and stir for 0.5h to form a transparent, clear and hydrophobic composition. M43.
  • Comparative Example 2 Comparative Example of Example 4: Place the ceramic tray containing tetraoctadecylammonium chloride in an oven at 110°C for 1 hour, take it out and cool it to room temperature in a glass desiccator, and accurately weigh 40g of dried 48g Put the alkyl ammonium chloride in a 250mL four-necked flask, then put in 60g of lauric acid, seal it, keep it in a water bath at 20°C and stir for 1.5h. After the system is transparent, keep heating and stirring at 20°C for 1.5h to form a transparent, clear and hydrophobic combination ⁇ M44.
  • Comparative Example 3 Comparative Example of Example 8: Place the ceramic tray containing choline chloride in an oven at 100°C for 3 hours, take it out and cool it to room temperature in a glass desiccator, and accurately weigh 50g of the dried choline chloride The base was placed in a 250mL four-necked flask, then 50g of glycerin was put into it, sealed, and kept in a water bath at 90°C and stirred for 0.5h. After the system became transparent, the mixture was kept kept at 90°C and stirred for 0.5h to form a transparent, clear hydrophobic composition M45.
  • Comparative Example 4 Comparative Example of Example 17: Place the ceramic tray containing benzyltriethylammonium chloride in an oven at 100°C for 3 hours, take it out and cool it to room temperature in a glass desiccator, and accurately weigh 50g after drying Place the benzyltriethylammonium chloride in a 250mL four-necked flask, then put 50g of ethylene glycol, seal it, and keep it in a water bath at 90°C and stir for 0.5h. When the system is transparent, keep it at 90°C and stir for 0.5h to form a A transparent and clear hydrophobic composition M46.
  • Comparative Example 6 Comparative Example of Example 27: Place the ceramic tray containing methyltributylammonium chloride in an oven at 102°C for 2.5h, take it out and cool it to room temperature in a glass desiccator, and accurately weigh 20g to dry The latter methyl tributyl ammonium chloride was placed in a 250mL four-necked flask, and then 80g of acetamide was put into it, sealed, and kept in a water bath at 35°C and stirred for 1.5h. After the system became transparent, kept at 30°C and stirred for 1.5h to form a A transparent and clear hydrophobic composition M47.
  • Comparative Example 7 Comparative Example of Example 33: The ceramic tray containing MD 10 (Me(CH 2 CH 2 CH 2 (CH 3 ) 3 NCl)SiO)M was placed in an oven at 100°C and allowed to stand for 3 hours. The glass desiccator was cooled to room temperature, accurately weighed 30g of dried MD 10 (Me(CH 3 CHCH2(CH 3 ) 3 NCl)SiO)M into a 250mL four-necked flask, and then put 70g of urea, sealed, Heat and stir in a water bath at °C for 0.5h. After the system is transparent, continue to heat and stir at 90 °C for 0.5h to form a transparent, clear and hydrophobic composition M48.
  • MD 10 Me(CH 2 CH 2 CH 2 (CH 3 ) 3 NCl)SiO
  • Comparative Example 8 Comparative Example of Example 39: A ceramic tray containing MD 50 (Me(CH 2 CH 2 CH 2 (CH 3 ) 2 (C 2 H 5 )NCl) SiO) 20 M was placed at 105°C Let the oven stand for 1h, take it out and cool it to room temperature in a glass desiccator, accurately weigh 18g of dried MD 50 (Me(CH 3 CHCH2(CH 3 ) 3 NCl) 5 SiO)M into a 250mL four-necked flask, then Put in 82 g of sorbitol, seal it, keep it in a water bath at 60°C and stir for 1 hour. After the system is transparent, continue to keep it at 60°C and stir for 1 hour to form a transparent, clear and hydrophobic composition M49.
  • MD 50 Me(CH 2 CH 2 CH 2 (CH 3 ) 2 (C 2 H 5 )NCl) SiO
  • Comparative Example 9 Comparative Example of Example 41: A ceramic tray containing MD 100 (Me(CH 2 CH 2 CH 2 (C 8 H 17 ) 3 NCl)SiO) 10 M was placed in an oven at 102° C. and allowed to stand for 2.5 hours Take it out and cool it to room temperature in a glass desiccator, accurately weigh 20g of dried MD 100 (Me(CH 3 CHCH2(C 8 H 17 ) 5 NCl) 10 SiO)M into a 250mL four-necked flask, and then put in 80g The catechol was sealed and kept in a water bath at 35°C and stirred for 1.5h. After the system became transparent, the system was kept at 35°C and kept stirring for 1.5h to form a transparent, clear and hydrophobic composition M50.
  • MD 100 Me(CH 2 CH 2 CH 2 (C 8 H 17 ) 3 NCl)SiO
  • Comparative Example 10 Comparative Example of Example 35: Place the ceramic tray containing tetraoctadecylammonium chloride in an oven at 105°C for 2h, take it out and cool it to room temperature in a glass desiccator, and accurately weigh 56g of dried 48g Alkylammonium chloride was placed in a 250mL four-necked flask, then 44g of malonic acid was put into it, sealed, and kept in a water bath at 40°C and stirred for 1.5h. After the system became transparent, it was kept at 40°C and stirred for 1h to form a transparent, clear and hydrophobic Liquid M51.
  • Comparative Example 11 M52 was prepared with reference to patent CN101560187A (prepared by imidazole and tetrabutylammonium bromide).
  • Comparative Example 12 M53 (prepared by choline chloride and malic acid) was prepared with reference to patent CN106435672A.
  • Comparative Example 13 Refer to patent CN104059232A to prepare M54 (choline chloride and acetic anhydride preparation).
  • Comparative Example 14 M55 (prepared by choline chloride and salicylic acid) was prepared with reference to patent CN106928055A.
  • comparative example 1-for defoaming agent use the method of comparative example 1 to prepare the hydrophobic composition M43, refer to the standard GB/T 26527-2011 to test the anti-foaming performance of the hydrophobic composition M43; the results are shown in Figure 6 .
  • Application Comparative Example 2 Apply to a chemical reaction as an organic solvent: After referring to the hydrophobic composition in Example 1 of the patent CN104059232A, the hydrophobic composition is used to prepare the acetylated modified lignosulfonate; the results obtained are shown in the figure 6 shown.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Dispersion Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Silicon Polymers (AREA)

Abstract

L'invention concerne une composition hydrophobe, composée d'un accepteur de liaison hydrogène A et d'un donneur de liaison hydrogène B ; l'accepteur de liaison hydrogène A est un élément ou un mélange de plusieurs éléments choisis parmi un sel d'ammonium quaternaire, un sel d'ammonium quaternaire de polysiloxane, un composé d'alcool monoterpène et un composé amide, tandis que le donneur de liaison hydrogène B est un élément ou un mélange de plusieurs éléments choisis parmi un polyéther, un polyéther de silicone et une huile de silicone hydroxy. La composition hydrophobe peut être appliquée dans le domaine des extractants, des solvants pour la synthèse de matériaux inorganiques, des agents anti-moussants, etc.
PCT/CN2018/091762 2018-06-11 2018-06-19 Nouvelle composition hydrophobe WO2019237401A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CN201810592649.5A CN110575786B (zh) 2018-06-11 2018-06-11 一种新型疏水组合物
CN201810592649.5 2018-06-11

Publications (2)

Publication Number Publication Date
WO2019237401A1 WO2019237401A1 (fr) 2019-12-19
WO2019237401A9 true WO2019237401A9 (fr) 2021-03-18

Family

ID=68809274

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/CN2018/091762 WO2019237401A1 (fr) 2018-06-11 2018-06-19 Nouvelle composition hydrophobe

Country Status (2)

Country Link
CN (1) CN110575786B (fr)
WO (1) WO2019237401A1 (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN117247718A (zh) * 2023-10-08 2023-12-19 常熟理工学院 一种基于内在亲和性的污损释放型海洋防污涂料
CN117363135B (zh) * 2023-11-01 2024-05-17 常熟理工学院 一种氢键粘结的改性有机硅海洋防污涂料

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5656586A (en) * 1994-08-19 1997-08-12 Rhone-Poulenc Inc. Amphoteric surfactants having multiple hydrophobic and hydrophilic groups
CN100549295C (zh) * 2007-11-13 2009-10-14 南京四新科技应用研究所有限公司 一种箱板纸抄纸用消泡剂
DE102008043032A1 (de) * 2008-10-22 2010-04-29 Evonik Goldschmidt Gmbh Entschäumer zur Entschäumung von Lacken
CN101637708B (zh) * 2009-09-01 2011-12-07 陕西科技大学 无溶剂聚醚接枝有机硅/双酰胺复合乳液消泡剂的制备方法
JP5659344B2 (ja) * 2009-10-09 2015-01-28 サンノプコ株式会社 消泡剤
CN101845770A (zh) * 2009-12-17 2010-09-29 西安三业精细化工有限责任公司 一种造纸抄纸用的乳液型消泡剂及其制备方法
CN102000526B (zh) * 2010-10-14 2013-08-21 中国海洋石油总公司 一种聚醚表面活性剂的制备方法
KR101740095B1 (ko) * 2011-06-03 2017-05-25 산 노프코 가부시키가이샤 소포제
CN102266681A (zh) * 2011-06-29 2011-12-07 南京四新科技应用研究所有限公司 一种用于造纸黑液中的消泡剂
CN105568556B (zh) * 2015-12-15 2019-03-29 上海洁晟环保科技有限公司 超疏水或超亲水且具备抗菌性能的纳米纤维膜的制备方法
CN105525516A (zh) * 2016-01-28 2016-04-27 上海氟聚化学产品有限公司 一种抑菌消泡剂
CN106753696A (zh) * 2016-12-27 2017-05-31 广东中联邦精细化工有限公司 一种金属加工液专用消泡剂及其制备方法

Also Published As

Publication number Publication date
WO2019237401A1 (fr) 2019-12-19
CN110575786B (zh) 2021-09-14
CN110575786A (zh) 2019-12-17

Similar Documents

Publication Publication Date Title
WO2019237401A9 (fr) Nouvelle composition hydrophobe
PT1419789E (pt) Preparação de uma mistura de lípidos e de uma suspensão de fosfolípidos contendo a mistura de lípidos, e agentes de contraste baseados nestas
CN101395527A (zh) 硅类液晶取向剂、液晶取向膜及它们的制造方法
JP2019059953A (ja) 水分散性ポリアミド粉末
US5804682A (en) Aqueous dispersions of polyamides
WO2021097591A1 (fr) Tensioactif de fluorosilicone, son procédé de préparation et application associée
WO2021114200A1 (fr) Procédé de préparation d'esters de sucre
CN107674074B (zh) 一种两亲性萘酰双亚胺凝胶因子的制备方法及应用
EP3604313A1 (fr) Procédé de production de dianhydride de 1,2,4,5-cyclohexanetétracarboxylique
CN107501549A (zh) 一种纳米氧化铝掺杂聚酰亚胺薄膜的制备方法
CN113004730B (zh) 一种海藻糖改性聚乙烯醇防雾防霜涂层及其制备方法
KR101999864B1 (ko) 개질 다당 조성물을 포함하는 상변화 잉크
CN103031132A (zh) 聚酰亚胺液晶取向剂及其液晶盒的制备方法
CN107176913B (zh) 轴手性联萘酚衍生物Gemini型两亲分子对映异构体及其制备方法和应用
Dong et al. Synthesis and physic-chemical properties of anion–nonionic surfactants under the influence of alkali/salt
CN109772226B (zh) 一类由松香基氧化胺表面活性剂稳定的凝胶乳液
CN110106032B (zh) 一种汽车漆面清洁修复剂及其制备方法
CN115678338B (zh) 一种聚硅氧烷消泡剂及其制备工艺
CN110123746A (zh) 一种羟氯扎胺混悬液及其制备方法
EP0863935A4 (fr) Dispersions aqueuses de polyamides
TWI803672B (zh) 聚乙烯醇系薄膜及偏光膜
WO2021254169A1 (fr) Procédé de préparation d'une composition de démoussage à base d'organosilicium
CN108410413A (zh) 一种纸张用固体胶的制备方法
CN112760986A (zh) 水性乳液型碳纤维上浆剂的制备方法
CN110172330A (zh) 一种防雾剂及其制备方法

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 18922384

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 18922384

Country of ref document: EP

Kind code of ref document: A1