CN107469414A - A kind of defoamer containing poly-organosilicon and preparation method thereof - Google Patents
A kind of defoamer containing poly-organosilicon and preparation method thereof Download PDFInfo
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- CN107469414A CN107469414A CN201710935231.5A CN201710935231A CN107469414A CN 107469414 A CN107469414 A CN 107469414A CN 201710935231 A CN201710935231 A CN 201710935231A CN 107469414 A CN107469414 A CN 107469414A
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- trapezoidal
- organic silicon
- silicone polymer
- dimethyl silicone
- silicon defoamer
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- 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
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- 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
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- 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
- B01D19/0427—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance compounds containing halogen-atoms
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/44—Block-or graft-polymers containing polysiloxane sequences containing only polysiloxane sequences
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- Dispersion Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Silicon Polymers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Degasification And Air Bubble Elimination (AREA)
Abstract
The invention discloses a kind of organic silicon defoamer containing the trapezoidal fluorohydrocarbon base silsesquioxane copolymer of dimethyl silicone polymer and preparation method thereof, the raw material composition percentage of the organic silicon defoamer is：The trapezoidal fluorohydrocarbon base silsesquioxane copolymer 10~30% of dimethyl silicone polymer, dimethicone 10~30%, hydrophobic silicic aerogels 4~8%, emulsifying agent 5~10%, thickener 0.1~0.3%, deionized water 50~70%.Organic silicon defoamer defoaming of the invention is rapid, suds are lasting, emulsion-stabilizing, and shrinkage cavity will not be caused on the base materials such as PVC film, is had a wide range of application.The preparation technology of the organic silicon defoamer is simple, and production cost is low, and product is excellent for the defoaming effect of emulsion polymerization especially polyaminoester emulsion polymerisation.
Description
Technical field
It is more particularly to a kind of to contain dimethyl silicone polymer-trapezoidal fluorohydrocarbon the invention belongs to organosilicon auxiliary agent technical field
Organic silicon defoamer of base silsesquioxane copolymer and preparation method thereof.
Background technology
Methyl-silicone oil as defoamer have low surface tension, low aqueous solubility, high activity, low volatility, chemical inertness,
The characteristics such as physiological-toxicity-free, antifoaming speed is fast, suds time length, widely applicable, but heat-resisting quantity is poor, and strong basicity resisting is weak；And ether
Class defoamer, although spreading coefficient is big, good water solubility, high temperature resistant, resistance to highly basic, antifoaming speed and suds time all less manages
Think.In recent years, ether modified siloxane turns into the focus researched and developed both at home and abroad.By ether grafting or block modified, two kinds of groups have been given play to
The synergisticing performance divided.Hydrophilic ether segment assigns self-emulsifying.Hydrophobic siloxanes segment assigns its low surface tension, no
Defoaming and suds suppressing properties are improve only, also assign its excellent heat resistance, acid and alkali-resistance, anti-aging, electric insulation, flexibility, nontoxic
Tasteless, stable storing and it is easy to use the advantages that.
Emulsion-type organic silicon defoamer is typically by dimethicone, hydrophobic silicic aerogels, emulsifying agent, thickener and deionized water
Formed etc. compounding.Active ingredient dimethicone is in soft linear structure, in the system containing exhibiting high surface activating agent very
It is easily solubilized, lose defoaming and suds effect.
Patent CN201611211752.8 describes a kind of preparation method of silicone antifoaming agent, wherein poly- methyl times
Emulsion type defoaming agent is made in the composition such as half siloxane micro powder and modified silicon oil and white carbon compounding.Patent CN201710265261.X
A kind of defoamer of fluorine richness silicone oil and preparation method thereof is described, wherein linear fluorine richness siloxanes and white carbon, coupling agent
Emulsion type defoaming agent is made etc. compounding.Dimethyl polysiloxane-trapezoidal fluorohydrocarbon base silsesquioxane copolymer is for water-based emulsion
In organosilicon auxiliary agent solubility parameters difference it is big, using its as main active princlple defoamer up to the present, be also little affected by
Concern.
The present invention provides a kind of organosilicon containing dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane copolymer and disappeared
Infusion.The defoamer defoaming of the present invention is rapider, and suds are more longlasting, and dilution stability more preferably, on PVC base surface does not cause contracting
Hole, have a wide range of application.
The content of the invention
It is an object of the invention to provide one kind to contain dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane copolymer
Organic silicon defoamer and preparation method thereof, make antifoam composition not solubilized in the system containing exhibiting high surface activating agent, it is long
Kubo holds good defoaming and suds effect, while has more preferably dilution stability.
A kind of organic silicon defoamer containing dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane copolymer, raw material
Composition percentage by weight is calculated as：
300~2000cSt of the dimethyl-silicon oil viscosity；
The general structure of the dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane copolymer is as follows：
M is the integer in 5-20, and n is the integer in 5-20；
The preparation method of the dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane copolymer is as follows：
The ethanol solution of the toluene solution of hydroxy silicon oil and ten difluoro heptyl propyl trimethoxy silicanes is added to be equipped with and stirred
In the three-necked flask for mixing oar, reflux condensing tube and thermometer, stir to it is pure it is transparent after, with NaOH or KOH saturated solutions adjust
PH12~14,60~80 DEG C of 6~7h of reaction.Then 130~150 DEG C are evaporated under reduced pressure out toluene, ethanol, unreacted ten difluoros heptan
Base propyl trimethoxy silicane and accessory substance etc., obtain dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane polymer；
The synthetic reaction equation of the dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane copolymer is as follows：
M is the integer in 5-20, and n is the integer in 5-20.
The dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane copolymer is the main antifoam composition of the present invention, is in
3-D solid structure, toughness and intensity are added than linear silicone oils, in general surfactant is difficult emulsification, will not be solubilized；
The fluorohydrocarbon base contained be capable of sending down abnormally ascending bubble surface energy, the siloxanes of low surface tension is adsorbed onto on vacuolar membrane rapidly, and film it
Between build bridge draining, rupture film.Thus dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane polymer can keep good for a long time
Good defoaming and suds effect；Simultaneously dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane copolymer be oily liquids and
It is not powdery solid, dilution stability more preferably, does not cause shrinkage cavity, and application is wider.
The mol ratio of the hydroxy silicon oil and ten difluoro heptyl propyl trimethoxy silicanes is 1：(1.1~1.5)；
The ethanol solution concentration of the toluene solution of the hydroxy silicon oil and ten difluoro heptyl propyl trimethoxy silicanes is
30~80%.
The hydroxy silicon oil is end hydroxyl silicone oil, and hydroxy radical content is 3~30%；
The hydrophobic silicic aerogels are that the specific surface area handled through HMDS is 200~300m2/ g gas phase is white
Carbon black.
The emulsifying agent is Siloxane-Oxyalkylene Copolymers nonionic surfactant.
The thickener is PAA.
The preparation of the above-mentioned organic silicon defoamer containing dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane copolymer
Method, comprise the following steps：
(1) by dimethicone, dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane copolymer and hydrophobic silicic aerogels
Mixed in double planetary mixer；
(2) by step (1) gains with high speed shear dispersion machine with 1000~2000r/min, stir 30min；
(3) emulsifying agent is added in step (2) gains, then proceedes to stir 30min, while deionized water and increasing is added dropwise
The thick dose of aqueous solution, it is further continued for stirring 30-60min.
Beneficial effects of the present invention are：
Organic silicon defoamer defoaming of the present invention containing dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane copolymer
Rapidly, suds persistently, emulsion-stabilizing, do not cause shrinkage cavity.The preparation method technique of organic silicon defoamer of the present invention is simple, without adding
Heat, significantly reduces production cost, and product is excellent for emulsion polymerization, the defoaming effect of especially polyaminoester emulsion polymerisation
It is different, provide technical support for industry energy conservation emission reduction.
Brief description of the drawings
Fig. 1 is dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane copolymer prepared by the present invention1H-NMR schemes
Spectrum.
Embodiment
The invention provides a kind of organosilicon containing dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane copolymer
Defoamer and preparation method thereof.With reference to embodiment, the present invention is described in more detail.
Embodiment 1
100g/mol hydroxy silicon oil 100g is dissolved in 50g toluene, ten difluoro heptyl propyl trimethoxy silicane 585g
It is dissolved in 200g ethanol, sequentially adds in the 2000mL three-necked flasks equipped with agitating paddle, reflux condensing tube and thermometer, stirs
To it is pure it is transparent after, with NaOH saturated solutions adjust pH=12,80 DEG C reaction 6h.Then 150 DEG C of vacuum distillations, obtain poly- diformazan
Radical siloxane-trapezoidal fluorohydrocarbon base silsesquioxane copolymer；
By dimethicone 200g, dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane copolymer 200g, hydrophobic white
Carbon black 40g is mediated in double planetary mixer, then stirs 30min with dispersion machine 1000r/min, adds emulsifying agent 50g, 1000r/
Min stirs 30min, and 400g deionized water 30min are added dropwise, then 1% thickening made of thickener 1g and deionized water 100g is added dropwise
The agent aqueous solution, 1000r/min stirring 30min, is made described and is total to containing dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane
The organic silicon defoamer of polymers.
Embodiment 2
300g/mol hydroxy silicon oils 150g is dissolved in 100g toluene, ten difluoro heptyl propyl trimethoxy silicane 320g are molten
In 100g ethanol, sequentially add in the 2000mL three-necked flasks equipped with agitating paddle, reflux condensing tube and thermometer, stirring is extremely
It is pure it is transparent after, with KOH saturated solutions adjust pH=13,70 DEG C reaction 7h.Then 140 DEG C of vacuum distillations, obtain poly dimethyl
Siloxanes-trapezoidal fluorohydrocarbon base silsesquioxane polymer；
By dimethicone 300g, dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane copolymer 100g, hydrophobic white
Carbon black 50g is mediated in double planetary mixer, then stirs 30min with dispersion machine 1000r/min, adds emulsifying agent 60g, 1500r/
Min stirs 30min, and 400g deionized water 30min are added dropwise, then 1% increasing made of thickener 1.5g and deionized water 150g is added dropwise
The thick dose of aqueous solution, 1500r/min stirring 30min, is made described and contains dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane
The organic silicon defoamer of copolymer.
Embodiment 3
600g/mol hydroxy silicon oils 200g is dissolved in 100g toluene, ten difluoro heptyl propyl trimethoxy silicane 231g are molten
In 100g ethanol, sequentially add in the 2000mL three-necked flasks equipped with agitating paddle, reflux condensing tube and thermometer, stirring is extremely
It is pure it is transparent after, with NaOH saturated solutions adjust pH=14,60 DEG C reaction 6.5h.Then 130 DEG C of vacuum distillations, obtain poly- diformazan
Radical siloxane-trapezoidal fluorohydrocarbon base silsesquioxane polymer；
By dimethicone 100g, dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane copolymer 300g, hydrophobic white
Carbon black 60g is mediated in double planetary mixer, then stirs 30min with dispersion machine 1500r/min, adds emulsifying agent 80g, 2000r/
Min stirs 30min, and 400g deionized water 30min are added dropwise, then 1% thickening made of thickener 2g and deionized water 200g is added dropwise
The agent aqueous solution, 2000r/min stirring 30min, is made described and is total to containing dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane
The organic silicon defoamer of polymers.
Embodiment 4
1000g/mol hydroxy silicon oils 200g is dissolved in 100g toluene, ten difluoro heptyl propyl trimethoxy silicane 158g
It is dissolved in 50g ethanol, sequentially adds in the 1000mL three-necked flasks equipped with agitating paddle, reflux condensing tube and thermometer, stirs
To it is pure it is transparent after, with KOH saturated solutions adjust pH=13,60 DEG C reaction 6.5h.Then 130 DEG C of vacuum distillations, obtain poly- two
Methylsiloxane-trapezoidal fluorohydrocarbon base silsesquioxane polymer；
By dimethicone 250g, dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane copolymer 150g, hydrophobic white
Carbon black 80g is mediated in double planetary mixer, then stirs 30min with dispersion machine 2000r/min, adds emulsifying agent 100g,
2000r/min stirs 30min, 400g deionized water 30min is added dropwise, then be added dropwise made of thickener 3g and deionized water 300g
1% aqueous thickener solution, 2000r/min stirring 30min, is made described and contains dimethyl silicone polymer-trapezoidal fluorohydrocarbon base sesquialter
The organic silicon defoamer of silicone copolymers.
Embodiment 5
Organosilicon containing dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane copolymer defoaming prepared by the present invention
Defoaming effect of the agent when polyaminoester emulsion is processed is as follows, and defoamer addition is the 0.25% of polyaminoester emulsion weight, system
Foam time and yield rate are counted, as a result such as following table：
| Defoamer species | Foam time/min | Yield rate/% |
| Embodiment 1 | 5 | 99.99 |
| Embodiment 2 | 8 | 99.92 |
| Embodiment 3 | 10 | 99.87 |
| Embodiment 4 | 9 | 99.89 |
| Commercially available silicon oil foam killer | 40 | 94.86 |
| Commercially available modified silicon oil defoamer | 30 | 95.68 |
As seen from the above table, defoamer defoaming effect provided by the invention is substantially better than common defoamer, and can carry
Rise the yield rate of polyaminoester emulsion product.
Technical scheme is described in detail above-described embodiment.It is apparent that the present invention is not limited retouched
The embodiment stated.Based on the embodiment in the present invention, those skilled in the art can also make a variety of changes accordingly, but appoint
What is equal with the present invention or similar change belongs to the scope of protection of the invention.
Claims (10)
1. a kind of organic silicon defoamer containing dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane copolymer, its feature
It is, raw material composition percentage is：
2. organic silicon defoamer according to claim 1, it is characterised in that the dimethyl silicone polymer-trapezoidal fluorohydrocarbon
The general structure of base silsesquioxane copolymer is as follows：
M is the integer in 5-20, and n is the integer in 0-20.
3. organic silicon defoamer according to claim 1 or 2, it is characterised in that the dimethyl silicone polymer-trapezoidal fluorine
The preparation method of alkyl silsesquioxane copolymer is as follows：
By the ethanol solution of the toluene solution of hydroxy silicon oil and ten difluoro heptyl propyl trimethoxy silicanes add equipped with agitating paddle,
In the three-necked flask of reflux condensing tube and thermometer, stir to it is pure it is transparent after, adjust reaction system with NaOH or KOH solution
PH=12~14,60~80 DEG C of 6~7h of reaction.Then add watery hydrochloric acid and be neutralized to PH=7, be evaporated under reduced pressure out solvent toluene, anti-
Ethanol, unreacted monomer and the accessory substance that should be generated, obtain dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane copolymerization
Thing.
4. organic silicon defoamer according to claim 1 or 2, it is characterised in that the dimethyl silicone polymer-trapezoidal fluorine
The synthetic reaction equation of alkyl silsesquioxane copolymer is as follows：
Wherein, m is the integer in 5-20, and n is the integer in 0-20.
5. organic silicon defoamer according to claim 3, it is characterised in that the hydroxy silicon oil and ten difluoro heptyl propyl group
The mol ratio of trimethoxy silane is 1：(1.1~1.5).
6. organic silicon defoamer according to claim 3, it is characterised in that the hydroxy silicon oil is end hydroxyl silicone oil, hydroxyl
Base content is 3~30%.
7. organic silicon defoamer according to claim 1, it is characterised in that the dimethyl-silicon oil viscosity be 300~
2000cSt。
8. organic silicon defoamer according to claim 1, it is characterised in that the hydrophobic silicic aerogels are through the silicon of hexamethyl two
The specific surface area of azane processing is 200~300m2/ g gas-phase silica.
9. organic silicon defoamer according to claim 1, it is characterised in that the emulsifying agent is Siloxane-Oxyalkylene Copolymers
Nonionic surfactant, the thickener are PAA.
10. having containing dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane copolymer described in claim any one of 1-9
The preparation method of machine silicon defoaming agent, it is characterised in that comprise the following steps：
(1) by dimethicone, dimethyl silicone polymer-trapezoidal fluorohydrocarbon base silsesquioxane copolymer and hydrophobic silicic aerogels double
Mixed in planetary mixer；
(2) by step (1) gains with high speed shear dispersion machine with 1000~2000r/min, stir 30min；
(3) emulsifying agent is added in step (2) gains, then proceedes to stir 30min, while deionized water and thickener is added dropwise
The aqueous solution, it is further continued for stirring 30-60min.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108721949A (en) * | 2018-05-25 | 2018-11-02 | 高阳 | A kind of organic silicon defoamer and preparation method thereof |
| CN109966786A (en) * | 2019-03-14 | 2019-07-05 | 中天东方氟硅材料有限公司 | A kind of organic silicon defoamer of trifluoro propene modified organic silicon high-boiling components |
| CN112263851A (en) * | 2020-09-30 | 2021-01-26 | 四川健能制药有限公司 | Preparation method of simethicone defoaming composition |
| CN114316610A (en) * | 2021-12-13 | 2022-04-12 | 南京瑞思化学技术有限公司 | Preparation method of organic silicon emulsion |
| CN115300947A (en) * | 2022-08-22 | 2022-11-08 | 山东师范大学实验厂有限公司 | Efficient defoaming agent for pesticide and preparation method thereof |
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| CN104722102A (en) * | 2015-03-01 | 2015-06-24 | 江门职业技术学院 | Preparation method of high-efficiency polyether organic silicon defoaming agent applied under severe environment |
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| GB1251170A (en) * | 1967-12-06 | 1971-10-27 | Stauffer Chemical Co | |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN109966786A (en) * | 2019-03-14 | 2019-07-05 | 中天东方氟硅材料有限公司 | A kind of organic silicon defoamer of trifluoro propene modified organic silicon high-boiling components |
| CN109966786B (en) * | 2019-03-14 | 2021-06-11 | 中天东方氟硅材料有限公司 | Organic silicon defoaming agent of trifluoropropene modified organic silicon high-boiling residues |
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| CN114316610A (en) * | 2021-12-13 | 2022-04-12 | 南京瑞思化学技术有限公司 | Preparation method of organic silicon emulsion |
| CN115300947A (en) * | 2022-08-22 | 2022-11-08 | 山东师范大学实验厂有限公司 | Efficient defoaming agent for pesticide and preparation method thereof |
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|---|---|
| CN107469414B (en) | 2019-09-20 |
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Denomination of invention: A polyorganosilicon containing defoamer and its preparation method Effective date of registration: 20230724 Granted publication date: 20190920 Pledgee: Beijing ustron Tongsheng financing Company limited by guarantee Pledgor: NEWMAT (BEIJING) ENVIRONMENTAL MATERIALS TECHNOLOGY Corp. Registration number: Y2023990000377 |