CN117866645A - Low-foam foamless surfactant and preparation method thereof - Google Patents
Low-foam foamless surfactant and preparation method thereof Download PDFInfo
- Publication number
- CN117866645A CN117866645A CN202410025543.2A CN202410025543A CN117866645A CN 117866645 A CN117866645 A CN 117866645A CN 202410025543 A CN202410025543 A CN 202410025543A CN 117866645 A CN117866645 A CN 117866645A
- Authority
- CN
- China
- Prior art keywords
- foaming
- low
- polyoxyethylene ether
- allyl polyoxyethylene
- surfactant
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000004094 surface-active agent Substances 0.000 title claims abstract description 95
- 239000006260 foam Substances 0.000 title claims abstract description 63
- 238000002360 preparation method Methods 0.000 title claims abstract description 7
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims abstract description 70
- 229920000056 polyoxyethylene ether Polymers 0.000 claims abstract description 68
- 229940051841 polyoxyethylene ether Drugs 0.000 claims abstract description 68
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 48
- 229920000570 polyether Polymers 0.000 claims abstract description 48
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 claims abstract description 47
- 229910052710 silicon Inorganic materials 0.000 claims abstract description 35
- 239000010703 silicon Substances 0.000 claims abstract description 35
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 22
- 238000005187 foaming Methods 0.000 claims description 142
- OHSYWAVRSCQMHG-UHFFFAOYSA-N methyl-[methyl(trimethylsilyloxy)-$l^{3}-silanyl]oxy-trimethylsilyloxysilicon Chemical compound C[Si](C)(C)O[Si](C)O[Si](C)O[Si](C)(C)C OHSYWAVRSCQMHG-UHFFFAOYSA-N 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 18
- 229920002545 silicone oil Polymers 0.000 claims description 9
- 239000000126 substance Substances 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- 238000002156 mixing Methods 0.000 claims description 5
- 239000003054 catalyst Substances 0.000 claims description 4
- 238000004821 distillation Methods 0.000 claims description 3
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 230000000694 effects Effects 0.000 abstract description 13
- 239000000243 solution Substances 0.000 description 30
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 22
- 239000007864 aqueous solution Substances 0.000 description 21
- 239000002253 acid Substances 0.000 description 16
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 11
- 238000010438 heat treatment Methods 0.000 description 10
- 238000003756 stirring Methods 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 229910001873 dinitrogen Inorganic materials 0.000 description 8
- 239000002518 antifoaming agent Substances 0.000 description 6
- 230000005587 bubbling Effects 0.000 description 6
- 229910001220 stainless steel Inorganic materials 0.000 description 5
- 239000010935 stainless steel Substances 0.000 description 5
- -1 coatings Substances 0.000 description 4
- 239000002131 composite material Substances 0.000 description 3
- MWYMHZINPCTWSB-UHFFFAOYSA-N dimethylsilyloxy-dimethyl-trimethylsilyloxysilane Chemical class C[SiH](C)O[Si](C)(C)O[Si](C)(C)C MWYMHZINPCTWSB-UHFFFAOYSA-N 0.000 description 3
- 150000002431 hydrogen Chemical class 0.000 description 3
- 230000002209 hydrophobic effect Effects 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- 238000009825 accumulation Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 229940008099 dimethicone Drugs 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000010865 sewage Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000003911 water pollution Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/54—Silicon compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/42—Ethers, e.g. polyglycol ethers of alcohols or phenols
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Silicon Polymers (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
Abstract
The application discloses a low-foam foamless surfactant and a preparation method thereof, which relate to the field of surfactants and comprise the following components in parts by weight: allyl polyoxyethylene ether modified organic silicon: 40-60 parts; ethylene oxide-propylene oxide polyether modified silicones: 10-20 parts. The present application has the effect of reducing the surfactant foam generation while avoiding the use of defoamers.
Description
Technical Field
The application relates to the field of surfactants, in particular to a low-foam foamless surfactant and a preparation method thereof.
Background
The surfactant is an amphiphilic molecule composed of a hydrophilic head group and a hydrophobic tail chain, can self-assemble in aqueous solution to form various aggregate structures, shows unique physicochemical properties, and is widely applied to a plurality of fields such as washing, foods, medicines, coatings, textiles, buildings, oil extraction and the like.
In the field of development of high and new technology materials, surfactants are often used in combination with various types of defoamers to reduce foam generated in the use process, so that the application performance of the materials is prevented from being deteriorated and water pollution is avoided in the production process.
However, the addition of the defoaming agent not only increases the industrial production cost, but also has poor biodegradability of the defoaming agent itself, and long-term accumulation in the zero-emission circulating water causes sewage treatment problems, so that there is a need for a low-foaming and non-foaming surfactant to reduce the use of the defoaming agent.
Disclosure of Invention
In order to improve the problem that the surfactant needs to use an antifoaming agent to reduce foam generation, the application provides a low-foam foamless surfactant and a preparation method thereof.
On one hand, the low-foam foamless surfactant provided by the application adopts the following technical scheme:
the low-foam foamless surfactant comprises the following components in parts by weight:
allyl polyoxyethylene ether modified organic silicon: 40-60 parts;
ethylene oxide-propylene oxide polyether modified silicones: 10-20 parts.
By adopting the technical scheme, on one hand, the organosilicon is used as a hydrophobic main chain and is modified by using hydrophilic groups so as to improve the low foaming property of the surfactant in use, and on the other hand, the composite use of the allyl polyoxyethylene ether modified organosilicon and the ethylene oxide-propylene oxide polyether modified organosilicon further improves the low foaming property of the surfactant in use, and under the condition of 0.1 weight percent aqueous solution, foam is basically not generated, and under the comprehensive action, the effect of low foaming and no foaming is achieved, and the need of being matched with a defoaming agent for use together is avoided as much as possible.
Optionally, the allyl polyoxyethylene ether modified organosilicon is prepared by the following method:
mixing, heating and stirring allyl polyoxyethylene ether, first organic silicon and a catalyst to obtain allyl polyoxyethylene ether modified organic silicon.
Preferably, the molar ratio of the allyl polyoxyethylene ether to the first organic silicon is (1.1-1.3): 1.
preferably, the molar ratio of the allyl polyoxyethylene ether to the first organic silicon is 1.2:1.
by adopting the technical scheme, the low foaming property of the prepared surfactant is improved by controlling the mole ratio of the allyl polyoxyethylene ether to the first organic silicon.
Optionally, the first silicone comprises one or two of 1,3, 5-heptamethyltrisiloxane and 1,1,1,3,5,7,7,7-octamethyltetrasiloxane.
Preferably, the first silicone comprises a molar ratio of (3-5): 1,3, 5-heptamethyltrisiloxane and 1,1,1,3,5,7,7,7-octamethyltetrasiloxane.
Preferably, the first organosilicon comprises a molar ratio of 4:1, 3, 5-heptamethyltrisiloxane and 1,1,1,3,5,7,7,7-octamethyltetrasiloxane.
Preferably, the number average molecular weight of the allyl polyoxyethylene ether is 300-600.
Preferably, the number average molecular weight of the allyl polyoxyethylene ether is 400.
By adopting the technical proposal, the first organosilicon is selected from 1,3, 5-heptamethyltrisiloxane and 1,1,1,3,5,7,7,7-octamethyltetrasiloxane for composite use to prepare the allyl polyoxyethylene ether modified organosilicon, and further adjusting the ratio of 1,3, 5-heptamethyltrisiloxane and 1,1,1,3,5,7,7,7-octamethyltetrasiloxane, and adjusting the number average molecular weight of the allyl polyoxyethylene ether, the foam volume of the low-foam non-foaming surfactant in 0.1wt% aqueous solution is reduced to below 20mL under the combined action, the foam volume of the low-foam non-foaming surfactant in 0.2wt% aqueous solution is reduced to below 30mL, and when the mass ratio of 1,3, 5-heptamethyltrisiloxane to 1,1,1,3,5,7,7,7-octamethyltetrasiloxane is 4:1, the prepared 0.1wt% aqueous solution of the low-foam non-foaming surfactant is bubbling for 1 minute through a stainless steel filter plate at the speed of 1L/min to generate a non-foaming effect, so that the low-foam non-foaming effect is achieved.
Optionally, the ethylene oxide-propylene oxide polyether modified organosilicon is prepared by the following method:
and mixing, heating and stirring the ethylene oxide-propylene oxide polyether, the second organic silicon and the catalyst to obtain the ethylene oxide-propylene oxide polyether modified organic silicon.
Preferably, the molar ratio of ethylene oxide-propylene oxide polyether to second silicone is (1.2-1.4): 1.
preferably, the molar ratio of ethylene oxide-propylene oxide polyether to second silicone is 1.3:1.
preferably, the second silicone comprises one or more of hydrogen-containing silicone oil, dimethicone, 1,3, 5-heptamethyltrisiloxane, and 1,1,1,3,5,7,7,7-octamethyltetrasiloxane.
Preferably, the second organosilicon is hydrogen-containing silicone oil.
Preferably, the ethylene oxide-propylene oxide polyether has a number average molecular weight of 1650-2200.
Preferably, the ethylene oxide-propylene oxide polyether has a number average molecular weight of 1850.
By adopting the technical scheme, the mole ratio of the ethylene oxide-propylene oxide polyether to the second organic silicon is adjusted, the type of the second organic silicon is screened, the number average molecular weight of the ethylene oxide-propylene oxide polyether is adjusted, the foam volume of the low-foam surfactant during bubbling is reduced under the comprehensive action, and the low-foam property of the low-foam surfactant aqueous solution is improved.
On the other hand, the preparation method of the low-foam non-foaming surfactant provided by the application adopts the following technical scheme: a process for preparing a low foaming, non-foaming surfactant comprising the steps of:
and respectively carrying out reduced pressure distillation on the allyl polyoxyethylene ether modified organic silicon and the ethylene oxide-propylene oxide polyether modified organic silicon to remove low-boiling-point substances, and then mixing the allyl polyoxyethylene ether modified organic silicon and the ethylene oxide-propylene oxide polyether modified organic silicon after removing the low-boiling-point substances to obtain the low-foam non-foaming surfactant.
By adopting the technical scheme, the allyl polyoxyethylene ether modified organosilicon and the ethylene oxide-propylene oxide polyether modified organosilicon are purified, so that the interference of residual impurities is further reduced, and the low foamability of the low-foam non-foaming surfactant aqueous solution is improved.
In summary, the present application includes at least one of the following beneficial technical effects:
1. on one hand, the organosilicon is used as a hydrophobic main chain and is modified by using hydrophilic groups so as to improve the low foaming property of the surfactant in use, and on the other hand, the combination of the allyl polyoxyethylene ether modified organosilicon and the ethylene oxide-propylene oxide polyether modified organosilicon further improves the low foaming property of the surfactant in use, and under the condition of 0.1 weight percent aqueous solution, foam is basically not generated, and under the comprehensive action, the effect of low foaming and no foaming is achieved, and the need of being matched with a defoaming agent for use together is avoided as much as possible;
2. the first organosilicon is selected from 1,3, 5-heptamethyltrisiloxane and 1,1,1,3,5,7,7,7-octamethyltetrasiloxane for composite use to prepare allyl polyoxyethylene ether modified organosilicon, and further adjusting the ratio of 1,3, 5-heptamethyltrisiloxane to 1,1,1,3,5,7,7,7-octamethyltetrasiloxane, and the number average molecular weight of the allyl polyoxyethylene ether is regulated, the foam volume of the low-foam foamless surfactant in 0.1wt% aqueous solution is reduced to below 20mL under the combined action, the foam volume of the low-foam non-foam surfactant in a 0.2wt% aqueous solution is reduced to below 30mL, and when the mass ratio of the 1,3, 5-heptamethyltrisiloxane to 1,1,1,3,5,7,7,7-octamethyltetrasiloxane is 4:1, the prepared 0.1wt% aqueous solution of the low-foam non-foam surfactant is bubbling for 1 minute through a stainless steel filter plate at the speed of 1L/min to generate no foam, so that the effect of low foam non-foaming is achieved;
3. the allyl polyoxyethylene ether modified organic silicon and the ethylene oxide-propylene oxide polyether modified organic silicon are purified, so that the interference of residual impurities is further reduced, and the low-foaming property of the low-foaming non-foaming surfactant aqueous solution is improved.
Detailed Description
The present application is described in further detail below with reference to examples. The following examples are only illustrative of the present invention and should not be construed as limiting the scope of the invention. The following examples are conducted under conventional conditions or conditions recommended by the manufacturer, and the methods used are conventional methods known in the art, and the consumables and reagents used are commercially available unless otherwise specified. Unless otherwise defined, the technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art. In addition, any method or material similar or equivalent to those described may be used in the present invention.
Example 1
Example 1 provides a low foaming, non-foaming surfactant, which is prepared by the following steps: and respectively carrying out reduced pressure distillation on the allyl polyoxyethylene ether modified organic silicon and the ethylene oxide-propylene oxide polyether modified organic silicon to remove low-boiling-point substances, and then mixing the allyl polyoxyethylene ether modified organic silicon and the ethylene oxide-propylene oxide polyether modified organic silicon with the low-boiling-point substances removed according to the mass ratio of 2:1 to obtain the low-foam non-foaming surfactant.
The allyl polyoxyethylene ether modified organosilicon is prepared by the following method:
adding allyl polyoxyethylene ether (with the number average molecular weight of 400) and 1,3, 5-heptamethyltrisiloxane in a molar ratio of 1.2:1 into a three-neck flask, introducing nitrogen gas to discharge air and water in the three-neck flask, heating to 80 ℃, then dropwise adding 20mg/L isopropyl alcohol solution of chloroplatinic acid until the concentration of chloroplatinic acid in the system is 20ppm, and stirring and reacting for 5 hours to obtain the allyl polyoxyethylene ether modified organosilicon.
The ethylene oxide-propylene oxide polyether modified organosilicon is prepared by the following method:
adding ethylene oxide-propylene oxide polyether (number average molecular weight 1850) and hydrogen-containing silicone oil (hydrogen content 1.58%) with a molar ratio of 1.3:1 into a three-neck flask, introducing nitrogen gas to discharge air and water in the three-neck flask, heating to 75 ℃, then dropwise adding 20mg/L isopropanol solution of chloroplatinic acid until the concentration of chloroplatinic acid in the system is 20ppm, and stirring for reacting for 4 hours to obtain the ethylene oxide-propylene oxide polyether modified organosilicon.
Example 2
Example 2 provides a low foaming, non-foaming surfactant, example 2 differs from example 1 in that: in the example 2, the allyl polyoxyethylene ether modified organosilicon after removing the low-boiling-point substances and the ethylene oxide-propylene oxide polyether modified organosilicon are mixed according to the mass ratio of 10:3 to obtain the low-foam non-foaming surfactant.
Example 3
Example 3 provides a low foaming, non-foaming surfactant, example 3 differs from example 1 in that: in the example 3, the allyl polyoxyethylene ether modified organosilicon after removing the low-boiling-point substances and the ethylene oxide-propylene oxide polyether modified organosilicon are mixed according to the mass ratio of 6:1 to obtain the low-foam non-foaming surfactant.
Example 4
Example 4 provides a low foaming, non-foaming surfactant, example 4 differs from example 2 in that: when the allyl polyoxyethylene ether modified organosilicon is prepared in the example 4, the mol ratio of the allyl polyoxyethylene ether to the 1,3, 5-heptamethyl trisiloxane is 1.1:1.
Example 5
Example 5 provides a low foaming, non-foaming surfactant, example 5 differs from example 2 in that: when the allyl polyoxyethylene ether modified organosilicon is prepared in the example 5, the mol ratio of the allyl polyoxyethylene ether to the 1,3, 5-heptamethyl trisiloxane is 1.3:1.
Example 6
Example 6 provides a low foaming, non-foaming surfactant, example 6 differs from example 2 in that: the allyl polyoxyethylene ether modified organosilicon in example 6 is prepared by the following method:
adding allyl polyoxyethylene ether (number average molecular weight 400) and 1,1,1,3,5,7,7,7-octamethyltetrasiloxane with a molar ratio of 1.2:1 into a three-neck flask, introducing nitrogen gas to discharge air and water in the three-neck flask, heating to 80 ℃, then dropwise adding 20mg/L isopropyl alcohol solution of chloroplatinic acid until the concentration of chloroplatinic acid in the system is 20ppm, and stirring and reacting for 5 hours to obtain the allyl polyoxyethylene ether modified organosilicon.
Example 7
Example 7 provides a low foaming, non-foaming surfactant, example 7 differs from example 2 in that: the allyl polyoxyethylene ether modified organosilicon in example 7 is prepared by the following method:
adding allyl polyoxyethylene ether (number average molecular weight 400), 1,3, 5-heptamethyltrisiloxane and 1,1,1,3,5,7,7,7-octamethyltetrasiloxane in a molar ratio of 4.8:3:1 into a three-neck flask, introducing nitrogen gas to discharge air and water in the three-neck flask, heating to 80 ℃, then dropwise adding 20mg/L isopropyl alcohol solution of chloroplatinic acid until the concentration of chloroplatinic acid in the system is 20ppm, and stirring and reacting for 5 hours to obtain the allyl polyoxyethylene ether modified organosilicon.
Example 8
Example 8 provides a low foaming, non-foaming surfactant, example 8 differs from example 2 in that: the allyl polyoxyethylene ether modified organosilicon in example 8 is prepared by the following method:
adding allyl polyoxyethylene ether (number average molecular weight 400), 1,3, 5-heptamethyltrisiloxane and 1,1,1,3,5,7,7,7-octamethyltetrasiloxane in a molar ratio of 6:4:1 into a three-neck flask, introducing nitrogen gas to discharge air and water in the three-neck flask, heating to 80 ℃, then dropwise adding 20mg/L isopropyl alcohol solution of chloroplatinic acid until the concentration of chloroplatinic acid in the system is 20ppm, and stirring and reacting for 5 hours to obtain the allyl polyoxyethylene ether modified organosilicon.
Example 9
Example 9 provides a low foaming, non-foaming surfactant, example 9 differs from example 2 in that: the allyl polyoxyethylene ether modified organosilicon in example 9 is prepared by the following method:
adding allyl polyoxyethylene ether (number average molecular weight 400), 1,3, 5-heptamethyltrisiloxane and 1,1,1,3,5,7,7,7-octamethyltetrasiloxane in a molar ratio of 7.2:5:1 into a three-neck flask, introducing nitrogen gas to discharge air and water in the three-neck flask, heating to 80 ℃, then dropwise adding 20mg/L isopropyl alcohol solution of chloroplatinic acid until the concentration of chloroplatinic acid in the system is 20ppm, and stirring and reacting for 5 hours to obtain the allyl polyoxyethylene ether modified organosilicon.
Example 10
Example 10 provides a low foaming, non-foaming surfactant, example 10 differing from example 8 in that: the number average molecular weight of the allyl polyoxyethylene ether used to prepare the allyl polyoxyethylene ether-modified silicone in example 10 was 300.
Example 11
Example 11 provides a low foaming, non-foaming surfactant, example 11 differs from example 8 in that: the number average molecular weight of the allyl polyoxyethylene ether used to prepare the allyl polyoxyethylene ether-modified silicone in example 11 was 600.
Example 12
Example 12 provides a low foaming, non-foaming surfactant, example 12 differs from example 8 in that: the number average molecular weight of the ethylene oxide-propylene oxide polyether used to prepare the ethylene oxide-propylene oxide polyether modified silicone of example 12 was 1650.
Example 13
Example 13 provides a low foaming, non-foaming surfactant, example 13 differing from example 8 in that: the ethylene oxide-propylene oxide polyether used to prepare the ethylene oxide-propylene oxide polyether modified silicone of example 13 had a number average molecular weight of 2200.
Comparative example 1
Comparative example 1 provides a low foaming, non-foaming surfactant, comparative example 1 differs from example 2 in that: in comparative example 1, the equivalent allyl polyoxyethylene ether modified hydrogen-containing silicone oil is used for replacing ethylene oxide-propylene oxide polyether modified organic silicon, and the allyl polyoxyethylene ether modified hydrogen-containing silicone oil is prepared by the following method:
adding allyl polyoxyethylene ether (number average molecular weight 400) and hydrogen-containing silicone oil (hydrogen content 1.58%) with a molar ratio of 1.3:1 into a three-neck flask, introducing nitrogen gas to discharge air and water in the three-neck flask, heating to 75 ℃, then dropwise adding 20mg/L isopropyl alcohol solution of chloroplatinic acid until the concentration of chloroplatinic acid in the system is 20ppm, and stirring for reacting for 4 hours to obtain the allyl polyoxyethylene ether modified hydrogen-containing silicone oil.
Comparative example 2
Comparative example 2 provides a low foaming, non-foaming surfactant, comparative example 2 differs from example 2 in that: in comparative example 2, equivalent ethylene oxide-propylene oxide polyether modified heptamethyltrisiloxane was used to replace allyl polyoxyethylene ether modified organosilicon, and the ethylene oxide-propylene oxide polyether modified heptamethyltrisiloxane was prepared by the following method:
adding ethylene oxide-propylene oxide polyether (number average molecular weight 1850) and 1,3, 5-heptamethyltrisiloxane in a molar ratio of 1.2:1 into a three-neck flask, introducing nitrogen gas to discharge air and water in the three-neck flask, heating to 80 ℃, then dropwise adding 20mg/L isopropanol solution of chloroplatinic acid until the concentration of chloroplatinic acid in the system is 20ppm, and stirring and reacting for 5 hours to obtain the ethylene oxide-propylene oxide polyether modified heptamethyltrisiloxane.
Test detection
The low-foaming, non-foaming surfactants prepared in examples 1 to 13 and comparative examples 1 to 2 were formulated as aqueous solutions of a certain concentration for foam performance measurement, and the results were shown in Table 1 as follows:
(1) 200mL of a 0.1wt% aqueous solution of a low foaming non-foaming surfactant was added to a 500mL graduated cylinder. The aqueous solution was bubbled with nitrogen through a stainless steel filter plate at a rate of 1L/min for 1 minute. At this point bubbling was terminated and the foam volume (mL) was recorded.
(2) 200mL of a 0.2wt% aqueous solution of a low foaming non-foaming surfactant was added to a 500mL graduated cylinder. The aqueous solution was bubbled with nitrogen through a stainless steel filter plate at a rate of 1L/min for 1 minute. At this point bubbling was terminated and the foam volume (mL) was recorded.
Table 1: foam volume (mL) of low-foaming, non-foaming surfactant
The present application will be described in detail below in conjunction with the experimental data provided in table 1.
The foam volume of the 0.1wt% solution of the low-foaming and non-foaming surfactant provided in examples 1-3 is not more than 50mL, and the foam volume of the 0.1wt% solution of the low-foaming and non-foaming surfactant is not more than 75mL, which shows that the combination of the allyl polyoxyethylene ether modified organosilicon and the ethylene oxide-propylene oxide polyether modified organosilicon is beneficial to improving the low foaming property of the low-foaming and non-foaming surfactant.
Examples 4-5 examined the effect of the molar ratio of allyl polyoxyethylene ether to first silicone on the low foaming properties of the low foaming surfactant prepared using example 2 with the foam volumes of the 0.1wt% and 0.2wt% solutions of the low foaming surfactant prepared using examples 4-5 being less than the foam volumes of the 0.1wt% and 0.2wt% solutions of the low foaming surfactant prepared using examples 2 as a control. It is demonstrated that a molar ratio of allyl polyoxyethylene ether to the first silicone of 1.2:1 is advantageous for improving the low foaming properties of the low foaming non-foaming surfactant when preparing the allyl polyoxyethylene ether modified silicone.
Examples 6-9 examined the effect of the type and ratio of the first silicone on the low foaming properties of the resulting low foaming, non-foaming surfactant, with example 2 as a control, wherein the foam volumes of the 0.1wt% and 0.2wt% solutions of the low foaming, non-foaming surfactant prepared in example 2 were less than the foam volumes of the 0.1wt% and 0.2wt% solutions of the low foaming, non-foaming surfactant prepared in example 6. However, the foam volumes of the 0.1wt% and 0.2wt% solutions of the low foaming, non-foaming surfactants prepared in examples 7-9 were less than the foam volumes of the 0.1wt% and 0.2wt% solutions of the low foaming, non-foaming surfactants prepared in example 2. It was demonstrated that the first silicone alone was less effective than the 1,3, 5-heptamethyltrisiloxane alone, however, when 1,1,1,3,5,7,7,7-octamethyltetrasiloxane and 1,3, 5-heptamethyltrisiloxane are used in combination with the first silicone, both have a synergistic effect in improving the low foaming properties of the low foaming non-foaming surfactant in aqueous solution.
Also, the foam volumes of the 0.1wt% solution and the 0.2wt% solution of the low-foaming surfactant prepared in example 8 were less than the foam volumes of the 0.1wt% solution and the 0.2wt% solution of the low-foaming surfactant prepared in example 1 and example 9, indicating that the low-foaming surfactant was good in an aqueous solution when the mass ratio of 1,1,1,3,5,7,7,7-octamethyltetrasiloxane to 1,3, 5-heptamethyltrisiloxane was 1:4.
Examples 10-11 examined the effect of the number average molecular weight of the allyl polyoxyethylene ether on the low foaming properties of the low foaming surfactant when the allyl polyoxyethylene ether modified silicone was prepared, with example 8 being used as a control, wherein the foam volumes of the 0.1wt% solution and the 0.2wt% solution of the low foaming surfactant prepared in example 8 were less than the foam volumes of the 0.1wt% solution and the 0.2wt% solution of the low foaming surfactant prepared in examples 10-11. The number average molecular weight of the allyl polyoxyethylene ether is a key influencing factor of the low foaming property of the low foaming non-foaming surfactant when the allyl polyoxyethylene ether modified organosilicon is prepared.
Examples 12-13 examined the effect of the number average molecular weight of the ethylene oxide-propylene oxide polyether on the low foaming properties of the low foaming surfactant when the ethylene oxide-propylene oxide polyether modified silicone was prepared, with example 8 as a control, wherein the foam volumes of the 0.1wt% and 0.2wt% solutions of the low foaming surfactant prepared in example 8 were less than the foam volumes of the 0.1wt% and 0.2wt% solutions of the low foaming surfactant prepared in examples 12-13. Illustrating that the number average molecular weight of the ethylene oxide-propylene oxide polyether is a key contributor to the low foaming properties of the low foaming, non-foaming surfactant when preparing the ethylene oxide-propylene oxide polyether modified silicone.
Using example 2 as a control, comparative examples 1-2 examined the effect of the type of silicone modified polyether on the low foaming properties of the low foaming non-foaming surfactant, wherein the foam volumes of the 0.1wt% solution and the 0.2wt% solution of the low foaming non-foaming surfactant prepared in example 8 were much less than the foam volumes of the 0.1wt% solution and the 0.2wt% solution of the low foaming non-foaming surfactant prepared in comparative examples 1-2. The method is characterized in that the ethylene oxide-propylene oxide polyether and the allyl polyoxyethylene ether are respectively used for modifying the organic silicon, then the allyl polyoxyethylene ether modified organic silicon and the ethylene oxide-propylene oxide polyether modified organic silicon are compounded for use, the two have a synergistic effect in improving the low foamability of the low-foam non-foaming surfactant, the effect of reducing the foam volume of the low-foam non-foaming surfactant aqueous solution can be achieved, and foam is basically not generated by bubbling for 1 minute at the speed of 1L/min through a stainless steel filter plate when the low-foam non-foaming surfactant aqueous solution is 0.1 wt%.
The present embodiment is merely illustrative of the present application and is not intended to be limiting, and those skilled in the art, after having read the present specification, may make modifications to the present embodiment without creative contribution as required, but is protected by patent laws within the scope of the claims of the present application.
Claims (10)
1. A low foaming, non-foaming surfactant characterized by: comprises the following components in parts by weight:
allyl polyoxyethylene ether modified organic silicon: 40-60 parts;
ethylene oxide-propylene oxide polyether modified silicones: 10-20 parts.
2. A low foaming, non-foaming surfactant according to claim 1, characterized in that: the allyl polyoxyethylene ether modified organosilicon is prepared by the following method:
and (3) reacting the allyl polyoxyethylene ether, the first organic silicon and the catalyst to obtain the allyl polyoxyethylene ether modified organic silicon.
3. A low foaming, non-foaming surfactant according to claim 2, characterized in that: the mole ratio of the allyl polyoxyethylene ether to the first organic silicon is (1.1-1.3): 1.
4. a low foaming, non-foaming surfactant according to claim 2, characterized in that: the first organosilicon comprises one or two of 1,3, 5-heptamethyltrisiloxane and 1,1,1,3,5,7,7,7-octamethyltetrasiloxane.
5. A low foaming, non-foaming surfactant as defined in claim 4, wherein: the first organosilicon comprises the following components in a molar ratio of (3-5): 1,3, 5-heptamethyltrisiloxane and 1,1,1,3,5,7,7,7-octamethyltetrasiloxane.
6. A low foaming, non-foaming surfactant according to claim 2, characterized in that: the number average molecular weight of the allyl polyoxyethylene ether is 300-600.
7. A low foaming, non-foaming surfactant according to claim 1, characterized in that: the ethylene oxide-propylene oxide polyether modified organosilicon is prepared by the following method:
and reacting the ethylene oxide-propylene oxide polyether, the second organic silicon and the catalyst to obtain the ethylene oxide-propylene oxide polyether modified organic silicon.
8. A low foaming, non-foaming surfactant as defined in claim 7, wherein: the second organosilicon comprises one or more of hydrogen-containing silicone oil, dimethyl silicone oil, 1,3, 5-heptamethyltrisiloxane and 1,1,1,3,5,7,7,7-octamethyltetrasiloxane.
9. A low foaming, non-foaming surfactant as defined in claim 7, wherein: the number average molecular weight of the ethylene oxide-propylene oxide polyether is 1650-2200.
10. A process for the preparation of a low foaming, non-foaming surfactant as claimed in any one of claims 1 to 9, characterized in that: the method comprises the following steps:
and respectively carrying out reduced pressure distillation on the allyl polyoxyethylene ether modified organic silicon and the ethylene oxide-propylene oxide polyether modified organic silicon to remove low-boiling-point substances, and then mixing the allyl polyoxyethylene ether modified organic silicon and the ethylene oxide-propylene oxide polyether modified organic silicon after removing the low-boiling-point substances to obtain the low-foam non-foaming surfactant.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202410025543.2A CN117866645A (en) | 2024-01-08 | 2024-01-08 | Low-foam foamless surfactant and preparation method thereof |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202410025543.2A CN117866645A (en) | 2024-01-08 | 2024-01-08 | Low-foam foamless surfactant and preparation method thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
CN117866645A true CN117866645A (en) | 2024-04-12 |
Family
ID=90578724
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN202410025543.2A Pending CN117866645A (en) | 2024-01-08 | 2024-01-08 | Low-foam foamless surfactant and preparation method thereof |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN117866645A (en) |
-
2024
- 2024-01-08 CN CN202410025543.2A patent/CN117866645A/en active Pending
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN100509128C (en) | Masked non-ionic surfactant, preparation method and application thereof | |
US5613988A (en) | Use of organofunctionally modified polysiloxanes for defoaming diesel | |
CN111151033A (en) | Preparation method of novel polyether modified organic silicon defoaming agent | |
CN101468302A (en) | Quaternary ammonium salt type polyether-polysiloxane non-ionic cation surface active agent and active organosilicon end capping polypropylene oxide cationoid emulsion | |
CN114106315B (en) | Preparation method of narrow-distribution triethanolamine block polyether, block polyether and application of block polyether | |
US20210238361A1 (en) | Process for producing high-purity hydrosilylation products | |
CN117866645A (en) | Low-foam foamless surfactant and preparation method thereof | |
CN113577835B (en) | Organic silicon composition | |
JP2011522906A5 (en) | ||
Weclas et al. | Chemical structure and surface activity. Part III* Synthesis and surface activity of ethoxylated 2-alkyl-4-hydroxymethyl-1, 3-dioxolanes | |
CN113577837B (en) | Organic silicon composition | |
US20060217513A1 (en) | Method for preparing polyoxyalkylene-organopolysiloxane copolymers | |
CN112076502B (en) | Application of defoaming agent in polyether trisiloxane low surface tension system | |
CN107459044B (en) | A kind of inorganic agent and preparation method thereof for white carbon | |
CN109589650B (en) | Polymer long-acting defoaming agent and preparation method thereof | |
CN113317315A (en) | Low-foam organic silicon surfactant and preparation method and application thereof | |
CN114702396A (en) | Preparation method of PEG-6 glycerol polyoxyethylene ether quaternary ammonium salt | |
CN114307262A (en) | Defoaming agent for steam boiler and application thereof | |
CN100430136C (en) | Double metal cyanide catalysts | |
CN115400462B (en) | Organic silicon compound with special structure and preparation method thereof | |
CN111040175A (en) | Polyether modified siloxane and synthesis method thereof | |
CN1361192A (en) | Prepn of alkyl capped polyether | |
CN115322382B (en) | Organosilicon emulsifier with special structure and preparation method and application thereof | |
CN116099238A (en) | Preparation method of organic silicon defoamer, and product and application thereof | |
CN118237083A (en) | Palladium catalyst and application thereof in preparation of organosilicon copolymer surfactant |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination |