CN110575786B - Novel hydrophobic composition - Google Patents

Novel hydrophobic composition Download PDF

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CN110575786B
CN110575786B CN201810592649.5A CN201810592649A CN110575786B CN 110575786 B CN110575786 B CN 110575786B CN 201810592649 A CN201810592649 A CN 201810592649A CN 110575786 B CN110575786 B CN 110575786B
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hydrophobic composition
hydrogen bond
integer
stirring
quaternary ammonium
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CN110575786A (en
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董飞
黄伟
安东尼·K·达西
曹添
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Jiangsu Sixin Scientific Technological Application Research Institute Co ltd
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    • 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
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    • 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
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    • 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
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    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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    • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C09K23/017—Mixtures of compounds

Abstract

The invention discloses a novel hydrophobic composition, which is formed by combining a hydrogen bond acceptor A and a hydrogen bond donor B, and is characterized in that the hydrogen bond acceptor A is selected from one or a mixture of more of quaternary ammonium salt, polysiloxane quaternary ammonium salt, monoterpene alcohol compounds and amide compounds, and the hydrogen bond donor B is selected from one or a mixture of more of polyether, silicon polyether and hydroxyl silicone oil; the novel hydrophobic composition has the advantages of low surface tension, high hydrophobic degree, wide viscosity range, good selectivity, transparent appearance and easy subsequent application, and can be widely applied to industrial production processes as an extracting agent, a solvent for inorganic material synthesis, a defoaming agent industry and the like.

Description

Novel hydrophobic composition
Technical Field
The 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 through hydrogen bond acting force.
Background
The hydrogen bond receptor refers to a component for accepting hydrogen bonds, and mainly comprises quaternary ammonium salt (such as choline chloride), zwitterion (such as betaine) and the like; the hydrogen bond donor refers to a component which provides a hydrogen bond, and mainly includes urea, thiourea, carboxylic acids (phenylacetic acid, malic acid, citric acid, succinic acid, etc.), polyols (ethylene glycol, glycerol, butylene glycol, xylitol, etc.), amino acids, saccharides (glucose, fructose) trifluoroacetamide, and the like.
Most of the compositions combined by hydrogen bond acceptor and hydrogen bond donor are hydrophilic, and the compositions are mainly combined by hydrophilic hydrogen bond acceptor and hydrophilic hydrogen bond donor.
For example, CN103193711 introduces an ionic liquid with negative monovalent halogen as anion and a transition metal halide salt as hydrogen bond acceptor, and a multi-hydrogen bond compound (one or more of acetamide, N-methylurea, N' -dimethylurea, N-dimethylurea, urea, thiourea, caprolactam, benzamide, trifluoroacetamide, ethylene glycol, glycerol, xylitol, sorbitol, catechol, resorcinol, oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, maleic acid, malic acid, tartaric acid, citric acid, tetracetic acid, phthalic acid, and isophthalic acid) as hydrogen bond donor.
CN101560187A describes the use of tetrabutylammonium bromide or choline chloride mixed with imidazole and heated to give a homogeneous colorless liquid.
CN106567110A describes that a composition is obtained by uniformly mixing a quaternary ammonium salt and a polyol.
CN106435672A describes a composition prepared based on choline chloride and malic acid.
CN106119815A describes a composition prepared from quaternary ammonium salt, urea, acetamide, glycol and glycerol. CN104059232A describes a composition prepared using acetic anhydride and choline chloride.
CN104596056A describes a method for preparing a composition by reacting a quaternary ammonium compound with a mixture of dicarboxylic acids.
CN103752132A describes a composition prepared by using quaternary ammonium salt (choline chloride) and hydrogen bonding matrix compound (phenol, butylene glycol, propylene glycol, diethylene glycol, triethylene glycol).
CN106928055A describes a composition prepared by using choline chloride, salicylic acid and acetic anhydride.
CN105367074A describes a composition prepared by using quaternary ammonium salt ionic liquid, absolute ethyl alcohol and isohexane glycol.
US2009247432(a1) describes the preparation of compositions using quaternary ammonium salts and amides, alcohols. Such hydrogen bonded compositions are also hydrophobic.
Osch D J G P V, Zubeir L F, Bruinhorst A V D, et al hydrophobic Deep Euprotective Solvents [ J ] Green Chemistry 2015,17(9):4518-4521 is the first article to describe such hydrophobic compositions prepared using methyltrioctylammonium chloride, methyltrioctylammonium bromide, tetrabutylammonium chloride, etc. with capric acid.
Ribeiro B D, Florindo C, Iff L C, et al, menthol-based European Mixtures hydrobic Low Viscosities Solvents [ J ]. Acs Sustainable Chemistry & Engineering,2015,3(10):150910100559005. Hydrophobic Low Viscosity compositions prepared with menthol with acetic acid, lauric acid, etc. are described.
Hydrophotobic Deep eukaryotic solvent pro show in large paper index more stable September 19,2016 describes the preparation of such Hydrophobic compositions using varying ratios of capric acid and lidocaine.
Terreshatov E E, Boltoeva M Y, Folden C M.First evidence of metal transfer in hydrophic deputyic and low-transfer-temperature mixtures of Iron (IV) extraction from hydrochloric and oxyacid [ J ] Green Chemistry,2016,18(17):4616-4622. the use of tetraheptylammonium chloride, menthol and lauric acid, capric acid, oleic acid, ibuprofen (ibuprofen) is described for the preparation of such hydrophobic compositions.
Cao J, Yang M, Cao F, et al, Tailor-large hydrophilic hydrophobic solutions for purifying acids from Ginko Biloba, leaves [ J ]. Journal of Cleaner Production,2017,152: 399-.
The hydrophobic compositions have the advantages of large surface tension, limited hydrophobic degree and small viscosity range, and the appearance is mostly light yellow to brown, thereby influencing the effect and range of subsequent application of the hydrophobic compositions.
Disclosure of Invention
In view of the above problems, the present invention is directed to a novel hydrophobic composition comprising a quaternary ammonium salt and a derivative thereof and a hydrogen bond-containing polymer bonded by hydrogen bonding force, and a method for preparing the same.
In order to achieve the purpose, the technical scheme adopted by the invention is as follows: a novel hydrophobic composition is formed by combining a hydrogen bond acceptor A and a hydrogen bond donor B, wherein the hydrogen bond acceptor A is selected from one or a mixture of more of quaternary ammonium salt, polysiloxane quaternary ammonium salt, monoterpene alcohol compounds and amide compounds, and the hydrogen bond donor B is selected from one or a mixture of more of polyether, silicon polyether and hydroxyl silicone oil.
The quaternary ammonium salt in the composition has the following structural general formula I:
R1R2R3R4NR5 Ⅰ
in the general formula I, R1Selected from linear alkyl groups having a carbon number of 1 to 18, R2、R3、R4Selected from linear alkyl groups having a carbon number of from 4 to 18, R5Selected from Cl or Br.
The structural general formula II of the polysiloxane quaternary ammonium salt in the composition is as follows:
MDa(MeRSiO)bM Ⅱ
in the general formula II, M is chain link Me3SiO1/2D is a chain link Me2SiO2/2Me is methyl, a is an integer of 10-100, and b is an integer of 1-20; r is a quaternary ammonium salt group II-I, and the structural formula is as follows:
-CH2CH2CH2R6R7R8NCl Ⅱ—Ⅰ
in the general structural formula II-I, R6、R7、R8Selected from linear alkyl groups having a carbon number of 1 to 8.
The monoterpene alcohol compound in the invention is a monocyclic monoterpene alcohol compound, and is selected from menthol, terpineol, perillyl alcohol and carveol.
The structural formula III of the amide substances in the invention is as follows:
R9—NH—CO—R10 Ⅲ
wherein R is9、R 10 are the same or different and are selected from linear alkyl, branched alkyl, aminoalkyl, cycloalkyl, aralkyl groups having a carbon number of 1 to 8.
The structural general formula IV of the polyether in the invention is as follows:
R9(OCH2CH2)m(OCH2CHCH3)nOH Ⅳ
in the general structural formula IV, R9Is a straight chain or branched chain alkyl, alkenyl or cycloalkyl with 1-6 carbon atoms, m is an integer of 1-50, and n is an integer of 10-100.
The structural general formula V of the silicon polyether is as follows:
Figure BDA0001691051210000031
in the general structural formula V, Me is methyl, x and y are polymerization degrees, x is an integer of 1-100, y is an integer of 1-50, P is selected from methyl and polyether groups VI-I, at least one P is a polyether group, wherein the general structural formula of the polyether group V-I is as follows:
-CH2CH2CH2(OCH2CH2)c(OCH2CHCH3)dOH Ⅴ—Ⅰ
in the general formula V-I, c and d are polymerization degrees, c is an integer of 1-10, and d is an integer of 10-50.
The general structural formula VI of the hydroxyl silicone oil is as follows:
HOMe2Si(OSiMe2)eOSi Me2OH Ⅵ
in the general structural formula VI, Me is methyl, and e is an integer of 10-100.
In the novel hydrophobic composition, the dosage of the hydrogen bond acceptor A is 17-50% of the total mass of the novel hydrophobic composition, and the dosage of the hydrogen bond donor B is 50-83% of the total mass of the novel hydrophobic composition.
In the novel hydrophobic composition, when the hydrogen bond acceptor A is a single substance, quaternary ammonium salt is preferred, polysiloxane quaternary ammonium salt is less preferred, and monoterpene alcohol compounds and amide compounds are less preferred.
In the novel hydrophobic composition, when the hydrogen bond donor B is a single substance, hydroxyl silicone oil is preferred, silicon polyether is less preferred, and polyether is less preferred.
In the quaternary ammonium salt of the invention, R1Linear alkyl groups having a carbon number of 8 to 18 are preferred.
In the quaternary ammonium salt of the invention, R2、R3、R4Straight chain alkyl groups with a carbon number of 8 to 18 are preferred.
The invention isIn the amide compound, R9、R10The carbon number is preferably 4 to 8;
in the general formula V of the silicon polyether structure, x is preferably an integer of 10-40, and y is preferably an integer of 10-20.
In the structural general formula IV of the polyether, m is preferably an integer of 2-10, and n is preferably an integer of 15-50.
In the general structural formula VI of the hydroxyl silicone oil, e is preferably an integer of 20-60.
The preparation method of the novel hydrophobic composition provided by the invention comprises the following steps:
1) standing the hydrogen bond acceptor A in an oven at 100-110 ℃ for 1-3 h, and removing water in the system;
2) mixing and sealing the hydrogen bond acceptor A without water and the hydrogen bond donor B, keeping the temperature in a water bath, stirring for 0.5-2 h, and reacting until a mixture system is completely transparent;
3) and keeping the temperature for 0.5-1.5 h to obtain the transparent clear hydrophobic composition.
The temperature of the water bath heat preservation in the step 2) and the step 3) is 20-90 ℃, when the temperature is lower than 20 ℃, the preparation time of the composition is prolonged, and when the temperature is higher than 90 ℃, the appearance color of the composition becomes dark, which is not beneficial to subsequent application.
The novel hydrophobic composition can be directly applied to industrial production as an antifoaming agent, and can also be used as a synthetic raw material of the antifoaming agent, such as an emulsifier and a carrier of a mineral oil antifoaming agent.
The novel hydrophobic composition of the present invention can be applied to chemical reaction processes as a reaction medium to replace conventional organic solvents.
The novel hydrophobic compositions of the present invention can be applied to separation processes in synthetic chemistry as extractants.
The invention has the advantages that: the novel hydrophobic composition has the advantages of low surface tension, high hydrophobic degree, wide viscosity range, good selectivity, transparent appearance and easy subsequent application, and can be widely applied to industrial production processes.
Drawings
FIG. 1 is a graphical representation of the results of a surface tension test of a composition according to an embodiment of the present invention;
FIG. 2 is a graphical representation of the results of a water content test of a composition according to an embodiment of the present invention;
FIG. 3 is a graph showing the results of a water content test of an oil phase after mixing a composition with water in an embodiment of the present invention;
FIG. 4 is a graphical representation of the results of viscosity testing of compositions in accordance with an embodiment of the present invention;
FIG. 5 is a graph showing appearance results of compositions in examples of the present invention;
FIG. 6 is a graph showing the results of the application example in the embodiment of the present invention.
Wherein "- -" in FIGS. 2, 3, 4, 5 indicates that the formulation did not form a stable hydrophobic composition and could not be tested accordingly.
Detailed Description
The invention is described in further detail below with reference to the following description of the drawings and the detailed description.
Compared with the compositions of the same type, the novel hydrophobic composition prepared by the invention has low surface tension, high hydrophobic degree (low water content, low water content of oil phase after being mixed with water), good selectivity (wide viscosity range), colorless, transparent and clear appearance. Comparative tests were conducted as follows.
1. Surface tension test of the composition: the test was carried out using a BP100 dynamic surface tensiometer from KRUSS.
2. Testing the water content of the composition: testing using a karl fischer moisture meter;
3. testing the water content of the oil phase after the composition is mixed with water:
mixing 4g of the composition with 4g of distilled water, putting into a 10mL centrifuge tube, and rotating at 3000rpm for 30 min; the water content of the supernatant was measured using a karl fischer moisture meter.
4. Viscosity test of the composition: the viscosity was measured using a DV2TLVTJ0 viscometer from BROOKFIELD.
5. Composition appearance test: visual inspection was carried out.
The results of the performance tests are shown in fig. 1-5.
The application performance of the novel hydrophobic composition prepared by the invention is tested as follows:
1. the defoaming agent is applied to the defoaming agent industry, the defoaming and foam inhibiting performance is tested by referring to the national standard GB/T26527-2011, the defoaming and foam inhibiting performance is tested by a shaking bottle method in sodium dodecyl benzene sulfonate, and the lower the foam height is, the better the defoaming and foam inhibiting performance is.
2. When the method is applied to chemical reaction organic solvents, referring to the method of patent CN104059232A example 1, the higher the product yield, the better the application performance.
3. By using the chemical separation extractant, referring to the method in example 2 in patent CN104593056A, the higher the desulfurization rate is, the better the separation effect is.
Example 1: placing the ceramic tray filled with tetraoctyl ammonium bromide in an oven at 100 ℃ for standing for 3h, taking out the ceramic tray, placing the ceramic tray in a glass drier for cooling to room temperature, accurately weighing 50g of dried tetraoctyl ammonium bromide, placing the tetraoctyl ammonium bromide in a 250mL four-neck flask, and then adding 50g of polyether CH3(OCH2CH2)2(OCH2CHCH3)15And OH, sealing, keeping the temperature of the water bath at 90 ℃ and stirring for 0.5h until the system is transparent, and keeping the temperature and stirring for 0.5h at 90 ℃ to form a transparent clear hydrophobic composition M1.
Example 2: placing the ceramic tray filled with tetraoctyl ammonium bromide in an oven at 100 ℃ for standing for 3h, taking out, placing in a glass drier for cooling to room temperature, accurately weighing 50g of dried tetraoctyl ammonium bromide, placing in a 250mL four-neck flask, and then adding 50g of silicon polyether (CH)3)3SiO(Me2SiO)10{(Me(CH2CH2CH2(OCH2CH2)(OCH2CHCH3)10OH)SiO}10Si(CH3)3Sealing, stirring in 90 deg.C water bath for 0.5h, and stirring at 90 deg.C for 0.5h to obtain transparent clear hydrophobic composition M2.
Example 3 a ceramic tray containing tetraoctylammonium bromide was placed in an oven at 100 ℃ and allowed to stand for 3 hours, taken out and placed in a glass desiccator to cool to room temperature, 50g of dried tetraoctylammonium bromide was accurately weighed and placed in a 250mL four-necked flask,then 50g of hydroxyl silicone oil HOME is added2Si(OSiMe2)20OSiMe2And OH, sealing, keeping the temperature of the water bath at 90 ℃ and stirring for 0.5h until the system is transparent, and keeping the temperature and stirring for 0.5h at 90 ℃ to form a transparent clear hydrophobic composition M3.
Example 4A ceramic tray containing ammonium forty-eight alkyl chloride was placed in an oven at 110 ℃ and allowed to stand for 1 hour, the tray was taken out and placed in a glass desiccator and cooled to room temperature, 40g of dried ammonium forty-eight alkyl chloride was accurately weighed and placed in a 250mL four-neck flask, and then 60g of hydroxy silicone oil HOME was added2Si(OSiMe2)60OSiMe2And OH, sealing, keeping the temperature of the water bath at 20 ℃ and stirring for 1.5h until the system is transparent, and keeping the temperature and stirring for 1.5h at 20 ℃ to form a transparent clear hydrophobic composition M4.
Example 5 will be loaded with MD10(Me(CH2CH2CH2(C8H17)3NCl) SiO) M ceramic tray, placing in a 110 deg.C oven, standing for 1h, taking out, placing in a glass drier, cooling to room temperature, and accurately weighing 40g dried MD10(Me(CH2CH2CH2(C8H17)3NCl) SiO) M was placed in a 250mL four-necked flask, and 60g of hydroxy silicone oil HOME was put therein2Si(OSiMe2)60OSiMe2And OH, sealing, keeping the temperature of the water bath at 20 ℃ and stirring for 1.5h until the system is transparent, and keeping the temperature and stirring for 1.5h at 20 ℃ to form a transparent clear hydrophobic composition M5.
Example 6 will Contain (CH)3CH2)2N-CH2-CO-NH-{Ph(CH3)2The ceramic tray is placed in a 110 ℃ oven and kept stand for 1h, taken out and placed in a glass drier to be cooled to room temperature, and 40g of dried (CH) is accurately weighed3CH2)2N-CH2-CO-NH-{Ph(CH3)2The obtained mixture was placed in a 250mL four-neck flask, and 60g of hydroxy silicone oil HOME was added2Si(OSiMe2)60OSiMe2And OH, sealing, keeping the temperature of the water bath at 20 ℃ and stirring for 1.5h until the system is transparent, and keeping the temperature and stirring for 1.5h at 20 ℃ to form a transparent clear hydrophobic composition M6.
Example 7 ceramic tray containing menthol was placed in 110 ℃ oven and allowed to stand for 1h, taken out and placed in a glass desiccator and cooled to room temperature, 40g of dried menthol was accurately weighed and placed in a 250mL four-neck flask, and 60g of hydroxy silicone oil HOME was added2Si(OSiMe2)60OSiMe2And OH, sealing, keeping the temperature of the water bath at 20 ℃ and stirring for 1.5h until the system is transparent, and keeping the temperature and stirring for 1.5h at 20 ℃ to form a transparent clear hydrophobic composition M7.
Example 8 Loading with Tetraoctylammonium Bromide, polysiloxane Quaternary ammonium salt MD100(Me(CH2CH2CH2(CH3)3NCl)SiO)20Placing the ceramic tray of M in an oven at 100 ℃ for standing for 3h, taking out, placing in a glass drier, cooling to room temperature, and accurately weighing 30g of dried tetraoctyl ammonium chloride and 20g of dried MD100(Me(CH2CH2CH2(CH3)3NCl)SiO)20M was placed in a 250mL four-necked flask, and 50g of polyether CH was charged3(OCH2CH2)2(OCH2CHCH3)15And OH, sealing, keeping the temperature of the water bath at 90 ℃ and stirring for 0.5h until the system is transparent, and keeping the temperature and stirring for 0.5h at 90 ℃ to form a transparent clear hydrophobic composition M8.
Example 9 ceramic tray containing Tetraoctylammonium bromide and terpineol was placed in an oven at 100 ℃ and left to stand for 3 hours, taken out and placed in a glass desiccator to cool to room temperature, 20g of dried Tetraoctylammonium chloride and 30g of dried terpineol were accurately weighed and placed in a 250mL four-neck flask, and then 50g of silicon polyether was added
(CH3)3SiO(Me2SiO)10{(Me(CH2CH2CH2(OCH2CH2)(OCH2CHCH3)10OH)SiO}10Si(CH3)3Sealing, stirring in 90 deg.C water bath for 0.5h, and stirring at 90 deg.C for 0.5h to obtain transparent clear hydrophobic composition M9.
Example 10 Tetraoctylammonium bromide and amide CH are charged3(CH2)3-CO-NH-Ph potteryPlacing the porcelain tray in an oven at 100 ℃ for standing for 3h, taking out the porcelain tray, placing the porcelain tray in a glass drier for cooling to room temperature, and accurately weighing 15g of dried tetraoctyl ammonium chloride and 35g of dried CH3(CH2)3-CO-NH-Ph was placed in a 250mL four-neck flask, then 50g of hydroxy silicone oil HOME was charged2Si(OSiMe2)20OSiMe2And OH, sealing, keeping the temperature of the water bath at 90 ℃ and stirring for 0.5h until the system is transparent, and keeping the temperature and stirring for 0.5h at 90 ℃ to form a transparent clear hydrophobic composition M10.
Example 11 will be equipped with MD10(Me(CH2CH2CH2(C8H17)3NCl) SiO) M, amides
CH3(CH3CH2CH)-CO-NH-CH2-{CH(CH2)4The ceramic tray is placed in a 110 ℃ oven to be kept stand for 1h, taken out and placed in a glass drier to be cooled to room temperature, and 10g of dried MD is accurately weighed10(Me(CH2CH2CH2(C8H17)3NCl) SiO) M, 30g of dried CH3(CH3CH2CH)-CO-NH-CH2-{CH(CH2)4The obtained mixture was placed in a 250mL four-neck flask, and 60g of hydroxy silicone oil HOME was added2Si(OSiMe2)60OSiMe2And OH, 20g, sealing, keeping the temperature in a water bath at 20 ℃ and stirring for 1.5h until the system is transparent, and keeping the temperature and stirring for 1.5h at 20 ℃ to form a transparent clear hydrophobic composition M11.
Example 12 will Contain (CH)3CH2)2N-CH2-CO-NH-{Ph(CH3)2Placing the ceramic tray of carvacrol in a 110 ℃ oven for standing for 1h, taking out the ceramic tray, placing the ceramic tray in a glass drier for cooling to room temperature, and accurately weighing 20g of dried ceramic tray
(CH3CH2)2N-CH2-CO-NH-{Ph(CH3)2}, 20g of dried carveol is placed in a 250mL four-neck flask, and then 60g of hydroxy silicone oil HOME is added2Si(OSiMe2)60OSiMe2OH, sealing, keeping the temperature in a water bath at 20 ℃ and stirring for 1.5h until the system is transparent, and continuing to keep the temperature at 20 DEG CWarm stirring for 1.5h gave a clear hydrophobic composition M12.
Example 13 Add menthol, Tetradecylammonium chloride, MD50(Me(CH2CH2CH2(C3H7)3NCl)SiO)10M、CH3(CH2)3-CO-NH-(CH2)3CH3The ceramic tray is placed in a 110 ℃ oven and kept stand for 1h, taken out and placed in a glass drier to be cooled to room temperature, and 10g of dried menthol and 10g of dried MD are accurately weighed50(Me(CH2CH2CH2(C3H7)3NCl)SiO)10M, 10g of dried tetradecylammonium chloride, 10g of dried CH3(CH2)3-CO-NH-(CH2)3CH3Placed in a 250mL four-neck flask, and then 60g of hydroxyl silicone oil HOME is put into the flask2Si(OSiMe2)60OSiMe2And OH, sealing, keeping the temperature of the water bath at 20 ℃ and stirring for 1.5h until the system is transparent, and keeping the temperature and stirring for 1.5h at 20 ℃ to form a transparent clear hydrophobic composition M13.
Example 14 ceramic tray with Tetraoctylammonium bromide was placed in an oven at 100 ℃ and left to stand for 3 hours, taken out and placed in a glass desiccator to cool to room temperature, 50g of dried Tetraoctylammonium chloride was accurately weighed and placed in a 250mL four-neck flask, and then 25g of polyether CH was added3(OCH2CH2)2(OCH2CHCH3)15OH, 25g silicon polyether
(CH3)3SiO(Me2SiO)40{(Me(CH2CH2CH2(OCH2CH2)10(OCH2CHCH3)50OH)SiO}20Si(CH3)3Sealing, stirring in 90 deg.C water bath for 0.5h, and stirring at 90 deg.C for 0.5h to obtain a transparent clear hydrophobic composition M14.
Example 15 ceramic tray with Tetraoctylammonium Bromide was placed in an oven at 100 ℃ and allowed to stand for 3 hours, taken out and placed in a glass desiccator to cool to room temperature, and 50g of dried Tetraoctylammonium bromide was accurately weighedAmmonium chloride was placed in a 250mL four-necked flask, and 20g of silicon polyether (CH) was charged3)3SiO(Me2SiO)10{(Me(CH2CH2CH2(OCH2CH2)(OCH2CHCH3)10OH)SiO}10Si(CH3)330g of hydroxyl silicone oil HOME2Si(OSiMe2)40OSiMe2And sealing OH, keeping the temperature of the water bath at 90 ℃ and stirring for 0.5h until the system is transparent, and keeping the temperature of the water bath at 90 ℃ and stirring for 0.5h to form a transparent clear hydrophobic composition M15.
Example 16A ceramic tray containing Tetraoctylammonium bromide was placed in an oven at 100 ℃ and left to stand for 3 hours, taken out and placed in a glass desiccator to cool to room temperature, 50g of dried Tetraoctylammonium chloride was accurately weighed and placed in a 250mL four-neck flask, and then 15g of hydroxy silicone oil HOME was added2Si(OSiMe2)20OSiMe2OH, 35g polyether CH3(CH2)5(OCH2CH2)10(OCH2CHCH3)50And sealing OH, keeping the temperature of the water bath at 90 ℃ and stirring for 0.5h until the system is transparent, and keeping the temperature of the water bath at 90 ℃ and stirring for 0.5h to form a transparent clear hydrophobic composition M16.
Example 17 ceramic tray with Tetraoctylammonium Bromide is placed in an oven at 100 deg.C and left to stand for 3h, taken out and placed in a glass desiccator to cool to room temperature, 50g of dried Tetraoctylammonium chloride is accurately weighed and placed in a 250mL four-neck flask, and then 15g of polyether CH is added3(OCH2CH2)2(OCH2CHCH3)15OH, 15g silicon polyether
(CH3)3SiO(Me2SiO)20{(Me(CH2CH2CH2(OCH2CH2)5(OCH2CHCH3)30OH)SiO}15Si(CH3)320g of hydroxyl silicone oil HOME2Si(OSiMe2)30OSiMe2And sealing OH, keeping the temperature of the water bath at 90 ℃ and stirring for 0.5h until the system is transparent, and keeping the temperature of the water bath at 90 ℃ and stirring for 0.5h to form a transparent clear hydrophobic composition M17.
Example 18A ceramic tray containing Ocimum sanctum ammonium chloride was placed in an oven at 105 ℃ and left to stand for 2 hours, taken out and placed in a glass desiccator to cool to room temperature, 17g of dried Ocimum sanctum ammonium chloride was accurately weighed and placed in a 250mL four-necked flask, and then 83g of hydroxy silicone oil HOME was added2Si(OSiMe2)50OSiMe2And OH, sealing, keeping the temperature in a water bath at 60 ℃ and stirring for 1h until the system is transparent, and keeping the temperature at 60 ℃ and stirring for 1h to form a transparent clear hydrophobic composition M18.
Example 19A ceramic tray containing tetradecylammonium bromide was placed in an oven at 108 ℃ and allowed to stand for 1.2 hours, taken out and placed in a glass desiccator to cool to room temperature, 25g of the dried tetradecylammonium bromide was accurately weighed and placed in a 250mL four-necked flask, and 75g of polyether (CH)3)2CH2CH(OCH2CH2)5(OCH2CHCH3)30And OH, sealing, keeping the temperature of the water bath at 40 ℃ and stirring for 1.3h until the system is transparent, and keeping the temperature and stirring for 1.2h at 40 ℃ to form a transparent clear hydrophobic composition M19.
Example 20A ceramic tray containing Tetraoctyl ammonium chloride was placed in an oven at 103 ℃ and allowed to stand for 2.5 hours, taken out and placed in a glass desiccator to cool to room temperature, 45g of dried Tetraoctyl ammonium chloride was accurately weighed and placed in a 250mL four-neck flask, and 55g of silicon polyether (CH)3)3SiO(Me2SiO)30{(Me(CH2CH2CH2(OCH2CH2)(OCH2CHCH3)10OH)SiO}18Si(CH3)3Sealing, stirring in water bath at 50 deg.C for 1.5h, and stirring at 50 deg.C for 1h to obtain transparent clear hydrophobic composition M20.
Example 21 ceramic tray containing methyltrioctylammonium chloride was placed in an oven at 105 ℃ and allowed to stand for 2h, taken out and placed in a glass desiccator to cool to room temperature, 17g of dried apricotylammonium chloride was weighed accurately and placed in a 250mL four-neck flask, and then 83g of hydroxy silicone oil HOME was added2Si(OSiMe2)50OSiMe2OH, sealing, stirring for 1h in a water bath at the temperature of 60 ℃ until the system is transparent, and then stirring at the temperature of 60 DEG CStirring for 1h under constant temperature to form a clear hydrophobic composition M21.
EXAMPLE 22A ceramic tray containing methyltributylammonium bromide was placed in an oven at 108 ℃ and allowed to stand for 1.2h, taken out and placed in a glass desiccator to cool to room temperature, 25g of dried tetradecylammonium bromide was accurately weighed and placed in a 250mL four-necked flask, and 75g of polyether (CH)3)2CH2CH(OCH2CH2)5(OCH2CHCH3)30And OH, sealing, keeping the temperature of the water bath at 40 ℃ and stirring for 1.3h until the system is transparent, and keeping the temperature and stirring for 1.2h at 40 ℃ to form a transparent clear hydrophobic composition M22.
Example 23 ceramic tray containing Tetrapentylammonium chloride was placed in an oven at 103 ℃ and allowed to stand for 2.5 hours, taken out and placed in a glass desiccator to cool to room temperature, 45g of dried Tetraoctylammonium chloride was accurately weighed and placed in a 250mL four-necked flask, and 55g of silicon polyether (CH)3)3SiO(Me2SiO)30{(Me(CH2CH2CH2(OCH2CH2)(OCH2CHCH3)10OH)SiO}18Si(CH3)3Sealing, stirring in water bath at 50 deg.C for 1.5h, and stirring at 50 deg.C for 1h to obtain transparent clear hydrophobic composition M23.
Example 24 will Contain (CH)3CH2)2N-CH2-CO-NH-{Ph(CH3)2The ceramic tray is placed in an oven at 102 ℃ and kept stand for 2.5h, taken out and placed in a glass drier to be cooled to room temperature, and 20g of dried (CH) is accurately weighed3CH2)2N-CH2-CO-NH-{Ph(CH3)2The obtained mixture was placed in a 250mL four-necked flask, and 80g of hydroxy silicone oil HOME was added2Si(OSiMe2)35OSiMe2And OH, sealing, keeping the temperature of the water bath at 35 ℃ and stirring for 1.5h until the system is transparent, and keeping the temperature and stirring for 1.5h at 35 ℃ to form a transparent clear hydrophobic composition M24.
Example 25 will contain CH3(CH2)6-CO-NH-(CH2)4CH3Ceramic tray deviceStanding in an oven at 102 deg.C for 2.5h, taking out, cooling in a glass drier to room temperature, and accurately weighing 35g of dried CH3(CH2)6-CO-NH-(CH2)4CH3Placed in a 250mL four-necked flask, and then 65g of polyether CH was charged2＝CHCH2(OCH2CH2)8(OCH2CHCH3)40And OH, sealing, keeping the temperature of the water bath at 65 ℃ and stirring for 1.5h until the system is transparent, and keeping the temperature and stirring for 1.5h at 65 ℃ to form a transparent clear hydrophobic composition M25.
Example 26 will contain CH3(CH2)5Placing a ceramic tray of-CO-NH-Ph in a drying oven at 107 ℃ for standing for 2h, taking out, placing in a glass drier, cooling to room temperature, and accurately weighing 22g of dried CH3(CH2)5-CO-NH-Ph was placed in a 250mL four-necked flask, and 78g of silicon polyether was added
{HO(CH3CHCH2O)40(CH2CH2O)3CH2CH2CH2Si(Me)2O}(Si(Me)2O)30Si(Me)3Sealing, stirring in water bath at 45 deg.C for 1.5h, and stirring at 45 deg.C for 1.5h to obtain transparent clear hydrophobic composition M26.
Example 27 will contain CH3-CO-NH-CH2CH3The ceramic tray is placed in an oven with the temperature of 102 ℃ for standing for 2.5h, taken out and placed in a glass drier for cooling to the room temperature, and 20g of dried CH is accurately weighed3-CO-NH-CH2CH3Placing the mixture into a 250mL four-neck flask, and then adding 80g of hydroxyl silicone oil HOME2Si(OSiMe2)35OSiMe2And OH, sealing, keeping the temperature of the water bath at 35 ℃ and stirring for 1.5h until the system is transparent, and keeping the temperature and stirring for 1.5h at 35 ℃ to form a transparent clear hydrophobic composition M27.
Example 28 will Contain (CH)3)2CH-CO-NH-(CH2)2CH3The ceramic tray is placed in an oven at 102 ℃ for standing for 2.5h, taken out and placed in a glass drier for cooling to room temperature, and 35g of dried (CH) is accurately weighed3)2CH-CO-NH-(CH2)2CH3Placed in a 250mL four-necked flask, and then 65g of polyether CH was charged2＝CHCH2(OCH2CH2)8(OCH2CHCH3)40And OH, sealing, keeping the temperature of the water bath at 65 ℃ and stirring for 1.5h until the system is transparent, and keeping the temperature and stirring for 1.5h at 65 ℃ to form a transparent clear hydrophobic composition M28.
Example 29 will contain CH3-CO-NH-CH3The ceramic tray is placed in an oven with the temperature of 107 ℃ for standing for 2h, taken out and placed in a glass drier for cooling to room temperature, and 22g of dried CH is accurately weighed3-CO-NH-CH3Placed in a 250mL four-necked flask, and then charged with 78g of silicon polyether { HO (CH)3CHCH2O)40(CH2CH2O)3CH2CH2CH2Si(Me)2O}((Me)2SiO)30Si(Me)3Sealing, stirring in water bath at 45 deg.C for 1.5h, and stirring at 45 deg.C for 1.5h to obtain transparent clear hydrophobic composition M29.
EXAMPLE 30 ceramic tray containing Tetraoctylammonium bromide was placed in an oven at 100 ℃ and allowed to stand for 3 hours, taken out and placed in a glass desiccator to cool to room temperature, 30g of dried Tetraoctylammonium bromide was accurately weighed and placed in a 250mL four-necked flask, and 70g of silicon polyether was then added
{HO(CH3CHCH2O)15(CH2CH2O)8CH2CH2CH2Si(Me)2O}((Me)2SiO)45{HO(CH3CH2CH2O)15(CH2CH2O)8CH2CH2CH2Si(Me)2Sealing, stirring for 0.5h in a water bath at 90 ℃ under the heat preservation condition until the system is transparent, and continuing stirring for 0.5h at 90 ℃ under the heat preservation condition to form a transparent clear hydrophobic composition M30.
Example 31 polysiloxane Quaternary ammonium salt to be loaded MD10(Me(CH2CH2CH2(C8H17)3NCl) SiO) M ceramic tray is placed in an oven at 100 ℃ for standing for 2h, taken out and placed on glass for dryingCooling to room temperature, and accurately weighing 32g of dried polysiloxane quaternary ammonium salt MD10(Me(CH2CH2CH2(C8H17)3NCl) SiO) M was placed in a 250mL four-necked flask, and 68g of silicon polyether was charged
{HO(CH3CHCH2O)40(CH2CH2O)3CH2CH2CH2Si(Me)2O}((Me)2SiO)25{(Me(CH2CH2CH2(OCH2CH2)3(OCH2CHCH3)40OH)SiO}18Si(CH3)3Sealing, stirring in water bath at 85 deg.C for 0.5h, and stirring at 85 deg.C for 0.5h to obtain transparent clear hydrophobic composition M31.
EXAMPLE 32 ceramic tray containing menthol was placed in an oven at 100 ℃ and allowed to stand for 2 hours, taken out and placed in a glass desiccator to cool to room temperature, 44g of dried menthol was accurately weighed and placed in a 250mL four-necked flask, and 56g of silicon polyether { HO (CH)3CHCH2O)25(CH2CH2O)6CH2CH2CH2Si(Me)2O}((Me)2SiO)35{(Me(CH2CH2CH2(OCH2CH2)6(OCH3CHCH3)25OH)SiO}12{HO(CH3CHCH2O)25(CH2CH2O)6CH2CH2CH2Si(Me)2Sealing, stirring for 1.5h in a water bath at 75 ℃ under the heat preservation condition until the system is transparent, and continuing stirring for 1h at 75 ℃ under the heat preservation condition to form a transparent clear hydrophobic composition M32.
EXAMPLE 33 ceramic tray containing Tetraoctylammonium bromide was placed in an oven at 100 ℃ and allowed to stand for 3 hours, taken out and placed in a glass desiccator to cool to room temperature, 30g of dried Tetraoctylammonium bromide was accurately weighed and placed in a 250mL four-necked flask, and 70g of silicon polyether was then charged
{HO(CH3CHCH2O)15(CH2CH2O)8CH2CH2CH2Si(Me)2O}((Me)2SiO)45{HO(CH3CH2CH2O)15(CH2CH2O)8CH2CH2CH2Si(Me)2Sealing, stirring for 0.5h in a water bath at 90 ℃ under the heat preservation condition until the system is transparent, and continuing stirring for 0.5h at 90 ℃ under the heat preservation condition to form a transparent clear hydrophobic composition M33.
Example 34 polysiloxane Quaternary ammonium salt to be loaded MD10(Me(CH2CH2CH2(C8H17)3NCl) SiO) M ceramic tray is placed in an oven at 100 ℃ for standing for 2h, taken out and placed in a glass drier for cooling to room temperature, and 32g of dried polysiloxane quaternary ammonium salt MD is accurately weighed10(Me(CH2CH2CH2(C8H17)3NCl) SiO) M was placed in a 250mL four-necked flask, and 68g of silicon polyether was charged
{HO(CH3CHCH2O)40(CH2CH2O)3CH2CH2CH2Si(Me)2O}((Me)2SiO)25{(Me(CH2CH2CH2(OCH2CH2)3(OCH2CHCH3)40OH)SiO}18Si(CH3)3Sealing, stirring in water bath at 85 deg.C for 0.5h, and stirring at 85 deg.C for 0.5h to obtain transparent clear hydrophobic composition M34.
EXAMPLE 35 ceramic tray containing menthol was placed in an oven at 100 ℃ and allowed to stand for 2 hours, taken out and placed in a glass desiccator to cool to room temperature, 44g of dried menthol was accurately weighed and placed in a 250mL four-necked flask, and 56g of silicon polyether { HO (CH)3CHCH2O)25(CH2CH2O)6CH2CH2CH2Si(Me)2O}((Me)2SiO)35{(Me(CH2CH2CH2(OCH2CH2)6(OCH3CHCH3)25OH)SiO}12{HO(CH3CHCH2O)25(CH2CH2O)6CH2CH2CH2Si(Me)2Sealing, stirring for 1.5h in a water bath at 75 ℃ under the heat preservation condition until the system is transparent, and continuing stirring for 1h at 75 ℃ under the heat preservation condition to form a transparent clear hydrophobic composition M35.
Example 36 placing the ceramic tray containing the ammonium chloride in an oven at 105 deg.C for 2h, taking out and placing in a glass drier to cool to room temperature, accurately weighing 18g of dried ammonium chloride in a 250mL four-neck flask, and then adding 82g of hydroxy silicone oil HOME2Si(OSiMe2)55OSiMe2And OH, sealing, keeping the temperature in a water bath at 60 ℃ and stirring for 1h until the system is transparent, and keeping the temperature at 60 ℃ and stirring for 1h to form a transparent clear hydrophobic composition M36.
Example 37 polysiloxane Quaternary ammonium salt to be loaded into MD30(Me(CH2CH2CH2(C8H17)3NCl)SiO)8Placing the ceramic tray of M in a 105 ℃ oven for standing for 1.5h, taking out, placing in a glass drier for cooling to room temperature, and accurately weighing 24g of dried polysiloxane quaternary ammonium salt MD30(Me(CH2CH2CH2(C8H17)3NCl)SiO)8M is placed in a 250mL four-neck flask, and then 76g of hydroxyl silicone oil HOME is put into the flask2Si(OSiMe2)45OSiMe2And OH, sealing, keeping the temperature in a water bath at 60 ℃ and stirring for 1h until the system is transparent, and keeping the temperature at 60 ℃ and stirring for 1h to form a transparent clear hydrophobic composition M37.
Example 38 will Contain (CH)3CH2)2N-CH2-CO-NH-{Ph(CH3)2The ceramic tray is placed in an oven with the temperature of 102 ℃ for standing for 2.5h, taken out and placed in a glass drier for cooling to the room temperature, and 20g of dried ceramic tray is accurately weighed
(CH3CH2)2N-CH2-CO-NH-{Ph(CH3)2The obtained mixture was placed in a 250mL four-necked flask, and 80g of hydroxy silicone oil HOME was added2Si(OSiMe2)25OSiMe2OH, sealing, and preserving heat in 35 ℃ water bathStirring for 1.5h until the system is transparent, and continuing stirring for 1.5h at the temperature of 35 ℃ to form a transparent clear hydrophobic composition M38.
Example 39A ceramic tray containing ammonium tetralauryl chloride was placed in an oven at 105 ℃ and allowed to stand for 2 hours, the tray was taken out and placed in a glass desiccator to be cooled to room temperature, 18g of dried ammonium tetralauryl chloride was accurately weighed and placed in a 250mL four-neck flask, and 82g of hydroxy silicone oil HOME was added2Si(OSiMe2)10OSiMe2And OH, sealing, keeping the temperature in a water bath at 60 ℃ and stirring for 1h until the system is transparent, and keeping the temperature at 60 ℃ and stirring for 1h to form a transparent clear hydrophobic composition M39.
Example 40 polysiloxane Quaternary ammonium salt to be loaded MD30(Me(CH2CH2CH2(C8H17)3NCl)SiO)8Placing the ceramic tray of M in a 105 ℃ oven for standing for 1.5h, taking out, placing in a glass drier for cooling to room temperature, and accurately weighing 24g of dried polysiloxane quaternary ammonium salt MD30(Me(CH2CH2CH2(C8H17)3NCl)SiO)8M is placed in a 250mL four-neck flask, and then 76g of hydroxyl silicone oil HOME is put into the flask2Si(OSiMe2)100OSiMe2And OH, sealing, keeping the temperature in a water bath at 60 ℃ and stirring for 1h until the system is transparent, and keeping the temperature at 60 ℃ and stirring for 1h to form a transparent clear hydrophobic composition M40.
Example 41 will Contain (CH)3CH2)2N-CH2-CO-NH-{Ph(CH3)2The ceramic tray is placed in an oven at 102 ℃ and kept stand for 2.5h, taken out and placed in a glass drier to be cooled to room temperature, and 20g of dried (CH) is accurately weighed3CH2)2N-CH2-CO-NH-{Ph(CH3)2The obtained mixture was placed in a 250mL four-necked flask, and 80g of hydroxy silicone oil HOME was added2Si(OSiMe2)80OSiMe2And OH, sealing, keeping the temperature of the water bath at 35 ℃ and stirring for 1.5h until the system is transparent, and keeping the temperature and stirring for 1.5h at 35 ℃ to form a transparent clear hydrophobic composition M41.
EXAMPLE 42A ceramic tray containing ammonium tetralauryl chloride was placed on 10Standing in an oven at 5 ℃ for 2h, taking out, placing in a glass dryer, cooling to room temperature, accurately weighing 18g of dried lauryl ammonium chloride, placing in a 250mL four-neck flask, and then adding 82g of hydroxyl silicone oil HOME2Si(OSiMe2)15OSiMe2And OH, sealing, keeping the temperature in a water bath at 60 ℃ and stirring for 1h until the system is transparent, and keeping the temperature at 60 ℃ and stirring for 1h to form a transparent clear hydrophobic composition M42.
Application example 1-application to antifoam; hydrophobic composition M1 was prepared using the method of example 1 and hydrophobic composition M1 was tested for defoaming performance with reference to standard GB/T26527-2011; the results obtained are shown in FIG. 6.
Application example 2-application to chemical reactions as organic solvent; preparation of hydrophobic composition M3 by the method of example 3 as an organic solvent for chemical reaction, refer to patent CN104059232A for preparation of acetylated modified lignosulfonate by the method of example 1; the results obtained are shown in FIG. 6.
Application example 3-application to chemical separation as extractant: the hydrophobic composition M4 prepared by the method of example 4 was used as an extractant for diesel fuel desulfurization, and the tests and tests were carried out by the method of example 2 in patent CN 104593056A; the results obtained are shown in FIG. 6.
Comparative example 1-example 1 comparative example: placing the ceramic tray filled with tetraoctyl ammonium bromide in an oven at 100 ℃ for standing for 3h, taking out the ceramic tray, placing the ceramic tray in a glass dryer for cooling to room temperature, accurately weighing 50g of dried tetraoctyl ammonium bromide, placing the tetraoctyl ammonium bromide in a 250mL four-neck flask, then adding 50g of octanol, sealing, stirring for 0.5h in a water bath at 90 ℃, keeping the temperature and stirring for 0.5h after the system is transparent, and continuing to keep the temperature and stirring for 0.5h at 90 ℃ to form a transparent clear hydrophobic composition M43.
Comparative example 2-comparative example to example 4: placing a ceramic tray filled with ammonium forty-octaalkyl chloride in a 110 ℃ oven for standing for 1h, taking out the ceramic tray, placing the ceramic tray in a glass dryer for cooling to room temperature, accurately weighing 40g of dried ammonium forty-octaalkyl chloride, placing the dried ammonium forty-octaalkyl chloride in a 250mL four-neck flask, then adding 60g of lauric acid, sealing, stirring for 1.5h in a water bath at 20 ℃, keeping the temperature and stirring for 1.5h after the system is transparent, and continuing to keep the temperature and stirring for 1.5h at 20 ℃ to form a transparent clear hydrophobic composition M44.
Comparative example 3-comparative example of example 8: placing the ceramic tray filled with choline chloride in an oven at 100 ℃ for standing for 3h, taking out, placing in a glass drier, cooling to room temperature, accurately weighing 50g of dried choline chloride, placing in a 250mL four-neck flask, then adding 50g of glycerol, sealing, stirring for 0.5h in a water bath at 90 ℃, keeping the temperature and stirring for 0.5h until the system is transparent, and continuing to keep the temperature and stirring for 0.5h at 90 ℃ to form a transparent clear hydrophobic composition M45.
Comparative example 4-comparative example to example 17: placing the ceramic tray filled with the benzyltriethylammonium chloride in an oven at 100 ℃ for standing for 3h, taking out, placing in a glass drier, cooling to room temperature, accurately weighing 50g of dried benzyltriethylammonium chloride, placing in a 250mL four-neck flask, then adding 50g of ethylene glycol, sealing, stirring in a water bath at 90 ℃ for 0.5h, continuing stirring at 90 ℃ for 0.5h until the system is transparent, and forming the transparent clear hydrophobic composition M46.
Comparative example 6-comparative example of example 27: placing a ceramic tray filled with methyl tributyl ammonium chloride in an oven at 102 ℃ for standing for 2.5h, taking out, placing in a glass drier, cooling to room temperature, accurately weighing 20g of dried methyl tributyl ammonium chloride, placing in a 250mL four-neck flask, then adding 80g of acetamide, sealing, stirring for 1.5h in a water bath at 35 ℃ under heat preservation, and continuing stirring for 1.5h at 30 ℃ after the system is transparent to form a transparent clear hydrophobic composition M47.
Comparative example 7-comparative example of example 33: will be provided with MD10(Me(CH2CH2CH2(CH3)3NCl) SiO) M ceramic tray is placed in an oven at 100 ℃ for standing for 3h, taken out and placed in a glass drier for cooling to room temperature, and 30g of dried MD is accurately weighed10(Me(CH3CHCH2(CH3)3NCl) SiO) M in a 250mL four-neck flask, adding 70g of urea, sealing, stirring in a water bath at 90 ℃ for 0.5h under heat preservation, and continuing stirring at 90 ℃ for 0.5h under heat preservation after the system is transparent to form a transparent clear hydrophobic composition M48.
Comparative example 8-comparative example to example 39: will be provided with MD50(Me(CH2CH2CH2(CH3)2(C2H5)NCl)SiO)20Placing the ceramic tray of M in a 105 ℃ oven for standing for 1h, taking out, placing in a glass drier for cooling to room temperature, and accurately weighing 18g of dried MD50(Me(CH3CHCH2(CH3)3NCl)5SiO) M is placed in a 250mL four-neck flask, then 82g of sorbitol is added, the flask is sealed, the flask is stirred in a water bath at 60 ℃ for 1h under heat preservation, and after the system is transparent, the flask is stirred for 1h under heat preservation at 60 ℃ to form a transparent clear hydrophobic composition M49.
Comparative example 9-comparative example to example 41: will be provided with MD100(Me(CH2CH2CH2(C8H17)3NCl)SiO)10Placing the ceramic tray of M in an oven at 102 deg.C, standing for 2.5h, taking out, placing in a glass drier, cooling to room temperature, and accurately weighing 20g dried MD100(Me(CH3CHCH2(C8H17)5NCl)10SiO) M is placed in a 250mL four-neck flask, then 80g of catechol is added, the mixture is sealed, and the mixture is stirred in a water bath at the temperature of 35 ℃ for 1.5h under the condition of heat preservation and stirring until the system is transparent, and then the mixture is stirred for 1.5h under the condition of heat preservation at the temperature of 35 ℃ to form a transparent clear hydrophobic composition M50.
Comparative example 10-comparative example to example 35: placing a ceramic tray filled with ammonium forty-octaalkyl chloride in an oven at 105 ℃ for standing for 2h, taking out, placing in a glass dryer for cooling to room temperature, accurately weighing 56g of dried ammonium forty-octaalkyl chloride, placing in a 250mL four-neck flask, then adding 44g of malonic acid, sealing, stirring for 1.5h in a water bath at 40 ℃ under heat preservation, and continuing stirring for 1h at 40 ℃ after the system is transparent to form transparent clear hydrophobic liquid M51.
Comparative example 11: reference is made to patent CN101560187A for M52 (imidazole and tetrabutylammonium bromide preparation).
Comparative example 12: reference is made to patent CN106435672A for M53 (choline chloride and malic acid preparation).
Comparative example 13: reference is made to patent CN104059232A for M54 (choline chloride and acetic anhydride preparation).
Comparative example 14: reference is made to patent CN106928055A for M55 (choline chloride and salicylic acid preparation).
Comparative example 16-comparative example of hydrogen bond acceptor amount, corresponding to example 24
Will be provided with (CH)3CH2)2N-CH2-CO-NH-{Ph(CH3)2The ceramic tray is placed in an oven at 102 ℃ and kept stand for 2.5h, taken out and placed in a glass drier to be cooled to room temperature, and 16g of dried (CH) is accurately weighed3CH2)2N-CH2-CO-NH-{Ph(CH3)2The obtained mixture was placed in a 250mL four-necked flask, and 84g of hydroxy silicone oil HOME was put therein2Si(OSiMe2)35OSiMe2And OH, sealing, keeping the temperature in a water bath at 35 ℃ and stirring for 1.5h until the system is transparent, and keeping the temperature and stirring for 1.5h at 35 ℃ to form a turbid composition M56.
Comparative example 17-comparative example of amount of Hydrogen bond acceptor, corresponding to example 30
Placing the ceramic tray filled with tetraoctyl ammonium bromide in an oven at 100 ℃ for standing for 3h, taking out the ceramic tray, placing the ceramic tray in a glass drier for cooling to room temperature, accurately weighing 55g of dried tetraoctyl ammonium bromide, placing the tetraoctyl ammonium bromide in a 250mL four-neck flask, and then adding 45g of silicon polyether { HO (CH)3CHCH2O)15(CH2CH2O)8CH2CH2CH2Si(Me)2O}((Me)2SiO)45{HO(CH3CHCH2O)15(CH2CH2O)8CH2CH2CH2Si(Me)2Sealing, stirring for 0.5h in a water bath at 90 ℃ under the heat preservation condition until the system is transparent, and continuing stirring for 0.5h at 90 ℃ under the heat preservation condition to form a turbid composition M57.
Comparative example 18 Synthesis temperature comparative example corresponding to example 36
Placing the ceramic tray filled with the lauryl ammonium chloride in a 105 ℃ oven for standing for 2h, taking out the ceramic tray, placing the ceramic tray in a glass drier for cooling to room temperature, accurately weighing 18g of dried lauryl ammonium chloride, placing the dried lauryl ammonium chloride in a 250mL four-neck flask, and then adding 82g of hydroxyl silicone oil HOME2Si(OSiMe2)55OSiMe2And OH, sealing, keeping the temperature in a water bath at 15 ℃ and stirring for 1h until the system is transparent, and keeping the temperature and stirring for 1h at 15 ℃ to form a solid-liquid mixed composition M58.
Comparative example 19 Synthesis temperature comparative example corresponding to example 4
Placing a ceramic tray filled with ammonium forty-eight alkyl chloride in a 110 ℃ oven for standing for 1h, taking out the ceramic tray, placing the ceramic tray in a glass dryer for cooling to room temperature, accurately weighing 40g of dried ammonium forty-eight alkyl chloride, placing the ammonium forty-eight alkyl chloride in a 250mL four-neck flask, and then adding 60g of hydroxyl silicone oil HOME2Si(OSiMe2)60OSiMe2And OH, sealing, keeping the temperature of the water bath at 95 ℃ and stirring for 1.5h until the system is transparent, and keeping the temperature and stirring for 1.5h at 95 ℃ to form a clear hydrophobic composition M59.
Application comparative example 1-for antifoam: the hydrophobic composition M43 was prepared using the method of comparative example 1 and the defoaming performance of hydrophobic composition M43 was tested against the reference GB/T26527-2011; the results obtained are shown in FIG. 6.
Application comparative example 2-application to chemical reaction as organic solvent: after referring to the method of patent CN104059232A example 1 for hydrophobic composition, the hydrophobic composition was used to prepare acetylated modified lignosulfonate; the results obtained are shown in FIG. 6.
Application comparison 3-application to chemical separation as extractant: after preparing the hydrophobic composition by the method in example 2 of patent CN104593056A, the hydrophobic composition is used for desulfurizing diesel oil, and the desulfurization rate is tested; the results obtained are shown in FIG. 6.
It should be noted that the above-mentioned embodiments are merely preferred embodiments of the present invention, and are not intended to limit the scope of the present invention, and any combination or equivalent changes made on the basis of the above-mentioned embodiments are also within the scope of the present invention.

Claims (15)

1. A method for preparing a novel hydrophobic composition, the novel hydrophobic composition is formed by combining a hydrogen bond acceptor A and a hydrogen bond donor B, and is characterized in that the hydrogen bond acceptor A is selected from one or a mixture of more of quaternary ammonium salt, polysiloxane quaternary ammonium salt, monoterpene alcohol compounds and amide compounds, and the hydrogen bond donor B is selected from one or a mixture of more of polyether, silicon polyether and hydroxyl silicone oil;
the structural general formula I of the quaternary ammonium salt is as follows:
R1R2R3R4NR5 Ⅰ
in the general structural formula I, R1Selected from linear alkyl groups having a carbon number of 1 to 18,
R2、R3、R4selected from linear alkyl groups having a carbon number of from 4 to 18,
R5selected from Cl or Br;
the structural general formula II of the polysiloxane quaternary ammonium salt is as follows:
MDa(MeRSiO)bM Ⅱ
in the general formula II, M is chain link Me3SiO1/2D is a chain link Me2SiO2/2 ，
Me is methyl, a is an integer of 10-100, and b is an integer of 1-20;
r is a quaternary ammonium salt group II-I, and the structural formula is as follows:
-CH2CH2CH2R6R7R8NCl Ⅱ—Ⅰ
in the general structural formula II-I, R6、R7、R8Selected from linear alkyl groups having a carbon number of 1 to 8;
the monoterpene alcohol compound is monocyclic monoterpene alcohol compound selected from menthol, terpineol, perillyl alcohol, and carveol;
the amide-based substances have the following structural formula III:
R9—NH—CO—R10Ⅲ
wherein R is9、R10The same or different, selected from linear alkyl, branched alkyl, aminoalkyl, cycloalkyl, aralkyl with carbon number of 1 to 8;
the structural general formula IV of the polyether is as follows:
R11(OCH2CH2)m(OCH2CHCH3)nOH Ⅳ
in the general structural formula IV, R11Is a carbon number in1-6 straight chain or branched alkyl, alkenyl, cycloalkyl,
m is an integer of 1 to 50, and n is an integer of 10 to 100;
the structural general formula V of the silicon polyether is as follows:
Figure 509640DEST_PATH_IMAGE001
Ⅴ
in the general structural formula V, Me is methyl,
x and y are polymerization degrees, x is an integer of 1 to 100, y is an integer of 1 to 50,
p is selected from methyl and polyether groups, at least one P is a polyether group, wherein the structural general formula of the polyether group V-I is as follows:
-CH2CH2CH2(OCH2CH2)c(OCH2CHCH3)dOH Ⅴ—Ⅰ
in the structural general formula V-I, c and d are polymerization degrees, c is an integer of 1-10, and d is an integer of 10-50;
the general structural formula VI of the hydroxyl silicone oil is as follows:
HOMe2Si(OSiMe2)eOSi Me2OH Ⅵ
in the structural general formula VI, Me is methyl, and e is an integer of 10-100;
the preparation method of the novel hydrophobic composition comprises the following steps:
1) standing the hydrogen bond acceptor A in an oven at 100-110 ℃ for 1-3 h, and removing water in the system;
2) mixing and sealing the hydrogen bond acceptor A without water and the hydrogen bond donor B, keeping the temperature of the water bath at 20-90 ℃ and stirring for 0.5-2 h, reacting until the mixture system is completely transparent,
3) and keeping the temperature for 0.5-1.5 h, and keeping the temperature of the water bath at 20-90 ℃ to obtain the transparent clear hydrophobic composition.
2. The method of claim 1, wherein the amount of the hydrogen bond acceptor A is 17-50% and the amount of the hydrogen bond donor B is 50-83% of the total mass of the novel hydrophobic composition.
3. The method of claim 1, wherein the hydrogen bond acceptor A is a quaternary ammonium salt or a polysiloxane quaternary ammonium salt when it is a single substance.
4. The method of claim 3, wherein the hydrogen bond acceptor A is a quaternary ammonium salt when it is a single substance.
5. The method for preparing the novel hydrophobic composition according to claim 1, wherein the hydrogen bond donor B is a hydroxy silicone oil or a silicone polyether when it is a single substance.
6. The method for preparing the novel hydrophobic composition according to claim 5, wherein the hydrogen bond donor B is a hydroxy silicone oil when it is a single substance.
7. The method of claim 1, wherein R is selected from the group consisting of quaternary ammonium salts1A linear alkyl group having a carbon number of 8 to 18.
8. The method of claim 1, wherein R is selected from the group consisting of quaternary ammonium salts2、R3、R4Is a straight chain alkyl group having a carbon number of 8 to 18.
9. The method for preparing the novel hydrophobic composition of claim 1, wherein R in the amide compound is9、R10Has a carbon number of 4 to 8.
10. The method for preparing the novel hydrophobic composition as claimed in claim 1, wherein in the general formula V of the silicon polyether structure, x is an integer of 10 to 40, and y is an integer of 10 to 20.
11. The method of claim 1, wherein m is an integer from 2 to 10 and n is an integer from 15 to 50.
12. The method of claim 1, wherein e is an integer of 20 to 60 in the general formula of the hydroxy silicone oil.
13. Use of the novel hydrophobic composition prepared by the process according to claim 1 for the preparation of defoamers.
14. The novel hydrophobic composition prepared by the preparation method of claim 1 is applied to a chemical reaction process as a reaction medium to replace a conventional organic solvent.
15. The novel hydrophobic composition prepared by the method of claim 1, which is used as an extractant in separation processes in synthetic chemistry.
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