CN106311075B - A kind of cyclosiloxane surfactant and preparation method thereof - Google Patents
A kind of cyclosiloxane surfactant and preparation method thereof Download PDFInfo
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- 239000004094 surface-active agent Substances 0.000 title claims abstract description 58
- 238000002360 preparation method Methods 0.000 title claims abstract description 42
- 239000002904 solvent Substances 0.000 claims description 27
- 238000007789 sealing Methods 0.000 claims description 21
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 18
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 12
- 125000003147 glycosyl group Chemical group 0.000 claims description 12
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 12
- 238000006243 chemical reaction Methods 0.000 claims description 11
- 239000003054 catalyst Substances 0.000 claims description 10
- 238000010992 reflux Methods 0.000 claims description 10
- 230000001476 alcoholic effect Effects 0.000 claims description 9
- 229910052799 carbon Inorganic materials 0.000 claims description 9
- DDJSWKLBKSLAAZ-UHFFFAOYSA-N cyclotetrasiloxane Chemical compound O1[SiH2]O[SiH2]O[SiH2]O[SiH2]1 DDJSWKLBKSLAAZ-UHFFFAOYSA-N 0.000 claims description 8
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 8
- 125000003698 tetramethyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 claims description 7
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 6
- 150000001720 carbohydrates Chemical class 0.000 claims description 6
- 235000014633 carbohydrates Nutrition 0.000 claims description 6
- 230000035484 reaction time Effects 0.000 claims description 6
- 239000002994 raw material Substances 0.000 claims description 5
- 230000000694 effects Effects 0.000 claims description 4
- 229910052697 platinum Inorganic materials 0.000 claims description 4
- NAOLWIGVYRIGTP-UHFFFAOYSA-N 1,3,5-trihydroxyanthracene-9,10-dione Chemical compound C1=CC(O)=C2C(=O)C3=CC(O)=CC(O)=C3C(=O)C2=C1 NAOLWIGVYRIGTP-UHFFFAOYSA-N 0.000 claims description 3
- 235000019441 ethanol Nutrition 0.000 claims description 3
- UNYNVICDCJHOPO-UHFFFAOYSA-N quabalactone III Natural products CC1OC(=O)C(O)=C1C UNYNVICDCJHOPO-UHFFFAOYSA-N 0.000 claims description 3
- 239000007864 aqueous solution Substances 0.000 abstract description 12
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 9
- 229910052710 silicon Inorganic materials 0.000 description 9
- 239000010703 silicon Substances 0.000 description 9
- 239000000693 micelle Substances 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 238000001291 vacuum drying Methods 0.000 description 8
- -1 silica Alkane Chemical class 0.000 description 6
- UOQHWNPVNXSDDO-UHFFFAOYSA-N 3-bromoimidazo[1,2-a]pyridine-6-carbonitrile Chemical group C1=CC(C#N)=CN2C(Br)=CN=C21 UOQHWNPVNXSDDO-UHFFFAOYSA-N 0.000 description 5
- PHOQVHQSTUBQQK-SQOUGZDYSA-N D-glucono-1,5-lactone Chemical compound OC[C@H]1OC(=O)[C@H](O)[C@@H](O)[C@@H]1O PHOQVHQSTUBQQK-SQOUGZDYSA-N 0.000 description 5
- 235000012209 glucono delta-lactone Nutrition 0.000 description 5
- 229960003681 gluconolactone Drugs 0.000 description 5
- 229940099563 lactobionic acid Drugs 0.000 description 5
- 238000005292 vacuum distillation Methods 0.000 description 5
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 4
- 125000001165 hydrophobic group Chemical group 0.000 description 4
- 239000008101 lactose Substances 0.000 description 4
- RKWGIWYCVPQPMF-UHFFFAOYSA-N Chloropropamide Chemical compound CCCNC(=O)NS(=O)(=O)C1=CC=C(Cl)C=C1 RKWGIWYCVPQPMF-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 238000009941 weaving Methods 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 description 1
- 229920005830 Polyurethane Foam Polymers 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 230000003321 amplification Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000003889 chemical engineering Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000003199 nucleic acid amplification method Methods 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000011496 polyurethane foam Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/21—Cyclic compounds having at least one ring containing silicon, but no carbon in the ring
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Saccharide Compounds (AREA)
- Silicon Polymers (AREA)
Abstract
The invention discloses a kind of cyclosiloxane surfactant, general structure is as follows：Wherein R is:
Description
Technical field
The invention belongs to technical field of chemistry and chemical engineering, and in particular to a kind of surfactant more particularly to a kind of ring silica
Alkane surfactant and preparation method thereof.
Background technology
Due to organic silicon surfactant have low surface tension, it is good sprawl it is special with wetability and thermostabilization etc.
Point makes it be had been widely used in polyurethane foam products, weaving, paint and coating, cosmetics and pesticide field.It presses
According to molecular structure, organic silicon surfactant can be divided into four classes, i.e.,：(1) trisiloxanes type MD1(R) M, (2) combed (rake-
type)MD1XDyM, (3) ABA block types M1(R)DxM1(R) and (4) ring type structure.
Chinese patent CN103585926B, CN102972396B have synthesized trisiloxanes type surfactant and have studied its property
Energy；Chinese patent CN103657518B, CN101921398B etc. have synthesized combed organic silicon surfactant and have studied its performance；
Chinese patent CN104645877B etc. has synthesized the embedding end type organic silicon surfactants of ABA and has studied its performance.And have to ring-like
The study on the synthesis report of organic silicon surface active agent is less.
Traditional organic silicon surfactant is made of a hydrophobic group and a hydrophilic radical, and with to organosilicon
Surfactant research, the organic silicon surfactant being made of a hydrophobic group and two hydrophilic radicals are (typical such as China
Patent CN104645877B), and the organic silicon surfactant being made of a hydrophobic group and three hydrophilic radicals is (typically such as
Journal of Dispersion Science and Technology, 2016,37:846-852) it has been synthesized.And it is right
The research of the organic silicon surfactant formed by a hydrophobic group and more hydrophilic radicals is rarely reported.
Therefore, the problems such as cyclosiloxane surfactant is of less types is prepared in view of existing, needs to develop Novel ring silica
Alkane surfactant simultaneously studies preparation method.
Invention content
Technical problem to be solved by the present invention lies in the cyclosiloxane surfactant for providing a kind of structure novel and its
Preparation method.
The technical issues of to solve above-mentioned first aspect, the present invention provide a kind of cyclosiloxane surfactant, structure
General formula is as follows：
Wherein R is:
In one particular embodiment of the present invention, the lowest surface tension of the aqueous solution of the cyclosiloxane surfactant
For 23 and 32mN/m；It is 55 and 160mg/L that critical micell is dense in aqueous solution.
To embody another task for completing the present invention, the second aspect of the present invention provides a kind of cyclosiloxane surface of Formulas I
Activating agent preparation method comprising following steps：
The preparation of (1) four epoxy-capped cyclosiloxane
Using tetramethyl tetrahydrochysene cyclotetrasiloxane and allyl glycidyl ether as raw material, under platinum catalyst effect, one
Determine to react at temperature after a certain period of time, four epoxy-capped cyclosiloxane are obtained through processing；
(2) preparation of tetramino sealing end cyclosiloxane
The four epoxy-capped cyclosiloxane raw materials that ethylenediamine and step (1) obtain are reacted into certain time at a certain temperature
Afterwards, it obtains tetramino by processing and blocks cyclosiloxane；
(3) glycosyl is modified the preparation of cyclosiloxane surfactant
Carbohydrate and step (2) are obtained tetramino sealing end cyclosiloxane to react in the presence of low-carbon alcoholic solvent, and controlled
After the completion of reaction, low-carbon alcoholic solvent is evaporated off in reaction temperature in the presence of low-carbon alcoholic solvent and reaction time, obtains glycosyl and is modified ring
Silicone surfactant.
Wherein R is:
In the specific technical solution of the present invention, tetramethyl tetrahydrochysene cyclotetrasiloxane and allyl in the step (1)
The molar ratio of base glycidol ether and catalyst is 1:4-20:0.05-0.5；Controlling reaction temperature is 60-150 DEG C；Control reaction
Time is 5-50h.
In another specific technical solution of the present invention, the platinum catalyst in the step (1) is chloroplatinic acid；It has reacted
Afterwards, it is purified by vacuum distillation.
In another specific technical solution of the present invention, four epoxy-capped cyclosiloxane and second in the step (2)
The molar ratio 1 of diamines:8-60；25-100 DEG C of controlling reaction temperature, control reaction time are 2-50h, are evaporated under reduced pressure and go after reaction
Except unreacted raw material, then depressurizes purification and obtain tetramino sealing end cyclosiloxane.
In the present invention there are one in specific technical solution, the tetramino of the step (3) blocks cyclosiloxane and institute
The molar ratio for stating carbohydrate is 1:4-12；Reaction temperature and reaction time in the presence of the control low-carbon alcoholic solvent are will to react
Temperature control is the reflux temperature of solvent, will be controlled in the reaction time as 3-50h.
In the present invention again and in a specific technical solution, the carbohydrate of the step (3) refers to sugar lactone or saccharic acid.
In the present invention again and in a specific technical solution, the sugar lactone of the step (3) refers to gluconolactone, institute
It is lactobionic acid to state saccharic acid.
The present invention again more and a specific technical solution in, the low-carbon alcoholic solvent of the step (3) is methanol, second
Alcohol, propyl alcohol or isopropanol.
The present invention again more and a specific technical solution in, a kind of cyclosiloxane surfactant preparation method,
Reaction step is as follows：
Wherein R is:
Cyclosiloxane surfactant provided by the invention is able to rich as a kind of new cyclosiloxane surfactant
The type of rich cyclosiloxane surfactant extends use scope.Since preparation process letter is without tired, and manufacturing cost
It is cheap, thus industrial amplification production can be met and require and the cyclosiloxane surfactant of acquisition can be made to have excellent table
Face activity, so as to be applied in oil recovery, weaving, process hides, biotechnology field.
Specific implementation mode
The following examples are the present invention to be expanded on further, but present disclosure is without being limited thereto.Present invention explanation
Embodiment in book is only used for that the present invention will be described, does not play restriction effect to protection scope of the present invention.This
The protection domain of invention is only defined by the claims, and those skilled in the art are in embodiment disclosed by the invention on the basis of institute
Any omission, replacement or the modification made fall within protection scope of the present invention.
The cyclosiloxane surfactant for preparing structures shown below general formula is illustrated by eight embodiments respectively.
Wherein R is:
Embodiment 1
The preparation of four epoxy-capped cyclosiloxane
Tetramethyl tetrahydrochysene cyclotetrasiloxane 24.0Kg (100mol), allyl glycidyl ether are added in a kettle
After reacting 50h at 60 DEG C, four are obtained through vacuum distillation by 45.61Kg (400mol) and catalyst chloroplatinic acid 2.05Kg (5mol)
Epoxy-capped cyclosiloxane 69.6Kg.
Tetramino blocks the preparation of cyclosiloxane
Above-mentioned four epoxy-capped cyclosiloxane 69.6Kg (100mol), ethylenediamine 48.08Kg are added in a kettle
(800mol) reacts 50h at 25 DEG C, and double tetraminos sealing end cyclosiloxane are obtained by depressurizing distilation after having reacted
96.6Kg。
Glycosyl is modified the preparation of cyclosiloxane surfactant
Above-mentioned tetramino sealing end cyclosiloxane 96.6Kg (100mol) and gluconolactone 71.2Kg are added in a kettle
(400mol) makees solvent with methanol, reacts 3 hours at a reflux temperature.Solvent methanol is evaporated off, product four is obtained after vacuum drying
Glucamide is modified cyclosiloxane surfactant 160.6Kg.With the minimum surface for its aqueous solution that K12 surface tension instruments are surveyed
Power is 23mN/m, critical micelle concentration 55mg/L.
Embodiment 2
The preparation of four epoxy-capped cyclosiloxane and tetramino sealing end cyclosiloxane is the same as embodiment 1.
Glycosyl is modified the preparation of cyclosiloxane surfactant
Above-mentioned tetramino sealing end cyclosiloxane 96.6Kg (100mol) and lactobionic acid 143.3Kg are added in a kettle
(400mol) makees solvent with methanol, reacts 3 hours at a reflux temperature.Solvent methanol is evaporated off, product four is obtained after vacuum drying
Lactose amide is modified cyclosiloxane surfactant 232.8Kg.With the minimum surface for its aqueous solution that K12 surface tension instruments are surveyed
Power is 32mN/m, critical micelle concentration 160mg/L.
Embodiment 3
The preparation of four epoxy-capped cyclosiloxane
Tetramethyl tetrahydrochysene cyclotetrasiloxane 24.0Kg (100mol), allyl glycidyl ether are added in a kettle
After reacting 5h at 150 DEG C, four are obtained through vacuum distillation by 228Kg (2000mol) and catalyst chloroplatinic acid 20.5Kg (50mol)
Epoxy-capped cyclosiloxane 69.6Kg.
Tetramino blocks the preparation of cyclosiloxane
Above-mentioned four epoxy-capped cyclosiloxane 69.6Kg (100mol), ethylenediamine 360.6Kg are added in a kettle
(6000mol) reacts 2h at 100 DEG C, and double tetraminos sealing end cyclosiloxane are obtained by depressurizing distilation after having reacted
96.6Kg。
Glycosyl is modified the preparation of cyclosiloxane surfactant
Above-mentioned tetramino sealing end cyclosiloxane 96.6Kg (100mol) and gluconolactone 213.7Kg are added in a kettle
(1200mol) makees solvent with ethyl alcohol, reacts 50 hours at a reflux temperature.Etoh solvent is evaporated off, product is obtained after vacuum drying
Four glucamides are modified cyclosiloxane surfactant 160.6Kg.With the minimum surface for its aqueous solution that K12 surface tension instruments are surveyed
Tension is 23mN/m, critical micelle concentration 55mg/L.
Embodiment 4
The preparation of four epoxy-capped cyclosiloxane and tetramino sealing end cyclosiloxane is the same as embodiment 3.
Glycosyl is modified the preparation of cyclosiloxane surfactant
Above-mentioned tetramino sealing end cyclosiloxane 96.6Kg (100mol) and lactobionic acid 429.9Kg are added in a kettle
(1200mol) makees solvent with ethyl alcohol, reacts 50 hours at a reflux temperature.Etoh solvent is evaporated off, product is obtained after vacuum drying
Four lactose amides are modified cyclosiloxane surfactant 232.8Kg.With the minimum surface for its aqueous solution that K12 surface tension instruments are surveyed
Tension is 32mN/m, critical micelle concentration 160mg/L.
Embodiment 5
The preparation of four epoxy-capped cyclosiloxane
Tetramethyl tetrahydrochysene cyclotetrasiloxane 24.0Kg (100mol), allyl glycidyl ether are added in a kettle
After reacting 20h at 100 DEG C, four are obtained through vacuum distillation by 114Kg (1000mol) and catalyst chloroplatinic acid 4.1Kg (10mol)
Epoxy-capped cyclosiloxane 69.6Kg.
Tetramino blocks the preparation of cyclosiloxane
Above-mentioned four epoxy-capped cyclosiloxane 69.6Kg (100mol), ethylenediamine 120.2Kg are added in a kettle
(2000mol) reacts 25h at 50 DEG C, and double tetraminos sealing end cyclosiloxane are obtained by depressurizing distilation after having reacted
96.6Kg。
Glycosyl is modified the preparation of cyclosiloxane surfactant
Above-mentioned tetramino sealing end cyclosiloxane 96.6Kg (100mol) and gluconolactone 106.9Kg are added in a kettle
(600mol) makees solvent with propyl alcohol, reacts 10 hours at a reflux temperature.Solvent propyl alcohol is evaporated off, product is obtained after vacuum drying
Four glucamides are modified cyclosiloxane surfactant 160.6Kg.With the minimum surface for its aqueous solution that K12 surface tension instruments are surveyed
Tension is 23mN/m, critical micelle concentration 55mg/L.
Embodiment 6
The preparation of four epoxy-capped cyclosiloxane and tetramino sealing end cyclosiloxane is the same as embodiment 5.
Glycosyl is modified the preparation of cyclosiloxane surfactant
Above-mentioned tetramino sealing end cyclosiloxane 96.6Kg (100mol) and lactobionic acid 215.0Kg are added in a kettle
(600mol) makees solvent with propyl alcohol, reacts 10 hours at a reflux temperature.Solvent propyl alcohol is evaporated off, product is obtained after vacuum drying
Four lactose amides are modified cyclosiloxane surfactant 232.8Kg.With the minimum surface for its aqueous solution that K12 surface tension instruments are surveyed
Tension is 32mN/m, critical micelle concentration 160mg/L.
Embodiment 7
The preparation of four epoxy-capped cyclosiloxane
Tetramethyl tetrahydrochysene cyclotetrasiloxane 24.0Kg (100mol), allyl glycidyl ether are added in a kettle
171.1Kg (1500mol) and catalyst chloroplatinic acid 8.2Kg (20mol) after reacting 30h at 80 DEG C, is obtained through vacuum distillation
Four epoxy-capped cyclosiloxane 69.6Kg.
Tetramino blocks the preparation of cyclosiloxane
Above-mentioned four epoxy-capped cyclosiloxane 69.6Kg (100mol), ethylenediamine 240.4Kg are added in a kettle
(4000mol) reacts 35h at 70 DEG C, and double tetraminos sealing end cyclosiloxane are obtained by depressurizing distilation after having reacted
96.6Kg。
Glycosyl is modified the preparation of cyclosiloxane surfactant
Above-mentioned tetramino sealing end cyclosiloxane 96.6Kg (100mol) and gluconolactone 142.5Kg are added in a kettle
(800mol) makees solvent with isopropanol, reacts 30 hours at a reflux temperature.Solvent isopropanol is evaporated off, is obtained after vacuum drying
Four glucamide of product is modified cyclosiloxane surfactant 160.6Kg.With K12 surface tension instruments survey its aqueous solution it is minimum
Surface tension is 23mN/m, critical micelle concentration 55mg/L.
Embodiment 8
The preparation of four epoxy-capped cyclosiloxane and tetramino sealing end cyclosiloxane is the same as embodiment 7.
Glycosyl is modified the preparation of cyclosiloxane surfactant
Above-mentioned tetramino sealing end cyclosiloxane 96.6Kg (100mol) and lactobionic acid 286.6Kg are added in a kettle
(800mol) makees solvent with isopropanol, reacts 30 hours at a reflux temperature.Solvent isopropanol is evaporated off, is obtained after vacuum drying
Four lactose amide of product is modified cyclosiloxane surfactant 232.8Kg.With K12 surface tension instruments survey its aqueous solution it is minimum
Surface tension is 32mN/m, critical micelle concentration 160mg/L.
The foregoing examples are merely illustrative of the technical concept and features of the invention, its object is to allow the person skilled in the art to be
It cans understand the content of the present invention and implement it accordingly, it is not intended to limit the scope of the present invention.It is all smart according to the present invention
The equivalent transformation or modification that refreshing essence is done, should be covered by the protection scope of the present invention.
Claims (8)
1. a kind of cyclosiloxane surfactant, general structure are as follows：
Wherein R is:
2. a kind of cyclosiloxane surfactant preparation method comprising following steps：
The preparation of (1) four epoxy-capped cyclosiloxane
Using tetramethyl tetrahydrochysene cyclotetrasiloxane and allyl glycidyl ether as raw material, under platinum catalyst effect, it is in temperature
After reacting 5-50h at 60-150 DEG C, four epoxy-capped cyclosiloxane are obtained through processing；
(2) preparation of tetramino sealing end cyclosiloxane
The four epoxy-capped cyclosiloxane raw materials that ethylenediamine and step (1) are obtained at 25-100 DEG C of temperature after reaction 2-50h,
Tetramino, which is obtained, by processing blocks cyclosiloxane；
(3) glycosyl is modified the preparation of cyclosiloxane surfactant
Carbohydrate and step (2) are obtained tetramino sealing end cyclosiloxane to react in the presence of low-carbon alcoholic solvent, and control low-carbon
Reaction temperature in the presence of alcoholic solvent, reaction time 3-50h, reaction temperature control is the reflux temperature of solvent, after the completion of reaction,
Low-carbon alcoholic solvent is evaporated off, obtains glycosyl and is modified cyclosiloxane surfactant,
Wherein R is:
3. cyclosiloxane surfactant preparation method according to claim 2, which is characterized in that in the step (1)
Tetramethyl tetrahydrochysene cyclotetrasiloxane is 1 with the molar ratio of allyl glycidyl ether and catalyst:4-20:0.05-0.5.
4. cyclosiloxane surfactant preparation method according to claim 2, which is characterized in that in the step (1)
Platinum catalyst be chloroplatinic acid.
5. cyclosiloxane surfactant preparation method according to claim 2, which is characterized in that in the step (2)
The molar ratio 1 of four epoxy-capped cyclosiloxane and ethylenediamine:8-60.
6. cyclosiloxane surfactant preparation method according to claim 2, which is characterized in that the step (3)
It is 1 that tetramino, which blocks cyclosiloxane and the molar ratio of the carbohydrate,:4-12.
7. the cyclosiloxane surfactant preparation method according to claim 2 or 6, which is characterized in that the step (3)
Carbohydrate refer to sugar lactone or saccharic acid.
8. cyclosiloxane surfactant preparation method according to claim 2, which is characterized in that the step (3)
Low-carbon alcoholic solvent is methanol, ethyl alcohol, propyl alcohol or isopropanol.
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| CN111004274A (en) * | 2019-12-04 | 2020-04-14 | 常熟理工学院 | Cyclosiloxane modified glutamic acid and preparation method thereof |
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| GB9911840D0 (en) * | 1999-05-21 | 1999-07-21 | Dow Corning Sa | Siloxane emulsions |
| CN104086577A (en) * | 2014-07-15 | 2014-10-08 | 北京工商大学 | Organosilicon quaternary ammonium salt containing glucosamide group and preparation method of organosilicon quaternary ammonium salt |
| CN104069772B (en) * | 2014-07-15 | 2015-12-09 | 北京工商大学 | A kind of tetrasiloxane Gemini surface active agent of sugary amide group and method for making |
| CN104645877B (en) * | 2015-02-02 | 2016-04-20 | 常熟理工学院 | Bola type polyether modified organic silicon surfactant and preparation method thereof |
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