CN116970174A - Hydrophilic fluffy dendritic block silicone oil and preparation method thereof - Google Patents
Hydrophilic fluffy dendritic block silicone oil and preparation method thereof Download PDFInfo
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- CN116970174A CN116970174A CN202310981295.4A CN202310981295A CN116970174A CN 116970174 A CN116970174 A CN 116970174A CN 202310981295 A CN202310981295 A CN 202310981295A CN 116970174 A CN116970174 A CN 116970174A
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- silicone oil
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- dendritic block
- block silicone
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- 229920002545 silicone oil Polymers 0.000 title claims abstract description 61
- 238000002360 preparation method Methods 0.000 title claims abstract description 12
- 238000006243 chemical reaction Methods 0.000 claims description 32
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 17
- 229920000570 polyether Polymers 0.000 claims description 17
- 239000004593 Epoxy Substances 0.000 claims description 14
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 10
- 238000010992 reflux Methods 0.000 claims description 10
- 238000003756 stirring Methods 0.000 claims description 10
- 238000009833 condensation Methods 0.000 claims description 9
- 230000005494 condensation Effects 0.000 claims description 9
- 238000004321 preservation Methods 0.000 claims description 9
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 5
- SYEWHONLFGZGLK-UHFFFAOYSA-N 2-[1,3-bis(oxiran-2-ylmethoxy)propan-2-yloxymethyl]oxirane Chemical compound C1OC1COCC(OCC1OC1)COCC1CO1 SYEWHONLFGZGLK-UHFFFAOYSA-N 0.000 claims description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims 2
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 claims 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000002156 mixing Methods 0.000 claims 1
- 239000004744 fabric Substances 0.000 abstract description 31
- 229920000742 Cotton Polymers 0.000 abstract description 8
- 229920000728 polyester Polymers 0.000 abstract description 8
- 239000004753 textile Substances 0.000 abstract description 2
- 239000000839 emulsion Substances 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 10
- 238000011156 evaluation Methods 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 3
- 150000003512 tertiary amines Chemical class 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 238000004945 emulsification Methods 0.000 description 2
- 238000007730 finishing process Methods 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- -1 siloxane chain Chemical group 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 235000017166 Bambusa arundinacea Nutrition 0.000 description 1
- 235000017491 Bambusa tulda Nutrition 0.000 description 1
- 241001330002 Bambuseae Species 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 235000015334 Phyllostachys viridis Nutrition 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 230000002152 alkylating effect Effects 0.000 description 1
- 229920013822 aminosilicone Polymers 0.000 description 1
- 239000011425 bamboo Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 238000012854 evaluation process Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 230000006872 improvement 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
- 238000011056 performance test Methods 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000012224 working solution Substances 0.000 description 1
Classifications
-
- 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
- C08G77/46—Block-or graft-polymers containing polysiloxane sequences containing polyether sequences
-
- 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
- C08G83/00—Macromolecular compounds not provided for in groups C08G2/00 - C08G81/00
- C08G83/002—Dendritic macromolecules
- C08G83/003—Dendrimers
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/02—Natural fibres, other than mineral fibres
- D06M2101/04—Vegetal fibres
- D06M2101/06—Vegetal fibres cellulosic
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/16—Synthetic fibres, other than mineral fibres
- D06M2101/30—Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M2101/32—Polyesters
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
The invention relates to the field of textile auxiliaries, in particular to hydrophilic fluffy dendritic block silicone oil and a preparation method thereof. The prepared hydrophilic fluffy dendritic block silicone oil not only has excellent self-emulsifying property, but also can endow cotton, polyester and polyester cotton fabrics with excellent fluffy hand feeling, antistatic property and hydrophilic property.
Description
Technical Field
The invention relates to the field of textile assistants, in particular to hydrophilic fluffy dendritic block silicone oil and a preparation method thereof.
Background
Along with the improvement of living standard, the demand of people for diversified fabrics is also increasing, the requirement on use comfort is also increasing, and the finished fabrics are required to have excellent hydrophilia, and meanwhile, excellent antistatic, fluffy, soft and other performances are also required.
In recent years, the field of silicone oils has been rapidly developed, and various functional silicone oils have emerged as spring bamboo shoots after rain, and are particularly called as daily and monthly silicone oils in terms of hydrophilic feel. Traditional hydrophilic silicone oils are mainly divided into: (1) Preparing side chain polyether modified silicone oil (CJF) from side chain hydrogen-containing silicone oil and allyl alcohol polyether; (2) The epoxy silicone oil and the hydrophilic polyether amine are alternately arranged to form linear copolymerized hydrophilic silicone oil; (3) The epoxy silicone oil and tertiary amine are alternately arranged for linear copolymerization, and then alkylating reagent is added for modification to prepare hydrophilic silicone oil; (4) hydrophilic silicone oil prepared by polyurethane modified organic silicon. Patent CN201610632480.2, a ternary polymerization block hydrophilic amino silicone oil, a preparation method and application thereof, and patent CN201210134514.7, a super-soft hydrophilic block silicone oil compound and a preparation method thereof, are prepared by the synthesis process.
Although the side chain polyether modified silicone oil (CJF) can endow the finished fabric with excellent hydrophilicity, the finished fabric has the problems of poor hand feeling, narrow fabric use surface and the like; the linear copolymerized hydrophilic silicone oil with the alternating arrangement of the epoxy silicone oil and the hydrophilic polyetheramine or the epoxy silicone oil and the tertiary amine can endow the finished fabric with excellent hydrophilicity and hand feeling, but the structure of the linear copolymerized hydrophilic silicone oil is a linear polymer, and the hand feeling is mainly characterized by softness, smoothness and the like when the linear copolymerized hydrophilic silicone oil is structurally analyzed; the polyurethane modified organosilicon hydrophilic silicone oil can also show excellent hydrophilicity of the finished fabric, and the main appearance style is smooth and elastic due to the existence of soft and hard chain segments in the structure. Comprehensive analysis shows that the product with the structure has hydrophilic, soft and smooth performance and inferior fluffy performance. Therefore, the self-made Y-shaped structural intermediate is reacted with the double-end epoxy polyether silicone oil to prepare the hydrophilic fluffy dendritic block silicone oil, and the dendritic structure of the hydrophilic fluffy dendritic block silicone oil contains a large number of siloxane chain segments, amine chain segments, hydrophilic polyether chain segments and hydroxyl chain segments, so that the silicone oil can be endowed with excellent self-emulsifying property, and the finished fabric is endowed with excellent fluffiness, antistatic property and hydrophilicity.
Disclosure of Invention
The invention aims to overcome the defects of the prior art and provide a preparation method of hydrophilic fluffy dendritic block silicone oil.
In order to achieve the above purpose, the present invention adopts the following technical scheme:
the preparation method of the hydrophilic fluffy dendritic block silicone oil is characterized by comprising the following steps of:
190-200 parts of monoethanolamine is added into a reaction vessel provided with a condensation reflux device, stirring is started, the temperature is raised to 60-80 ℃, then 260 parts of glycerol triglycidyl ether is dropwise added into the reaction vessel at a constant speed through a constant pressure dropping funnel, after the dropwise addition is completed, the reaction is carried out for 2-4 hours under the condition of heat preservation, and a Y-type structural intermediate is prepared, wherein the reaction formula is as follows;
1000 parts of double-end epoxy polyether silicone oil, 70-160 parts of Y-shaped structural intermediate and 300-500 parts of solvent are added into a reaction vessel provided with a condensation reflux device, stirring is started, the reaction vessel is heated to 80-83 ℃, and the reaction is carried out for 6-9 hours under the condition of heat preservation within the temperature range, so that the hydrophilic fluffy dendritic block silicone oil is prepared, wherein the reaction formula is as follows;
wherein m is an integer of 27 to 80, and n is an integer of 20 to 25.
Preferably, the number average molecular weight of the double-ended epoxy polyether silicone oil is one of 4000-9000, and the polyether chain segment in the structure is an Ethylene Oxide (EO) chain segment.
Preferably, the solvent is isopropanol.
Due to the application of the technical scheme, the invention has the following advantages:
the hydrophilic fluffy dendritic block silicone oil is prepared by reacting a self-made Y-shaped structure intermediate with double-end epoxy polyether silicone oil, the self-made intermediate structure contains three secondary amine groups, the self-made intermediate structure can react with the double-end epoxy silicone oil to prepare a dendritic structure, and the product has the characteristics of high branching, low viscosity, high solubility, high reactivity and the like, and can endow finished fabrics with excellent fluffy performance. In addition, compared with traditional alkyl tertiary amine and polyether tertiary amine (EA structural series), the Y-type structural intermediate has a large number of hydroxyl groups in the polymer structure after reaction, so that the polymer can realize self-emulsification, and meanwhile, excellent hydrophilicity and antistatic property are also provided for the fabric.
Description of the embodiments
The invention is further described by the following detailed description.
Example 1
1. 190 parts of monoethanolamine is added into a reaction vessel equipped with a condensation reflux device, stirring is started, the temperature is raised to 65 ℃, then 260 parts of glycerol triglycidyl ether is dripped into the reaction vessel at a constant speed through a constant pressure dropping funnel, and after the dripping is completed, the reaction is carried out for 2 hours under heat preservation, thus obtaining the intermediate with a Y-type structure.
2. 1000 parts of double-end epoxy polyether silicone oil with average molecular weight of 5000, 130 parts of intermediate with Y-shaped structure and 350 parts of isopropanol are added into a reaction vessel provided with a condensation reflux device, stirring is started, the reaction vessel is heated to 80 ℃, and the reaction is carried out for 7 hours under the condition of heat preservation within the temperature range, so that the hydrophilic fluffy dendritic block silicone oil is prepared.
Example 2
1. 195 parts of monoethanolamine is added into a reaction vessel equipped with a condensation reflux device, stirring is started, the temperature is raised to 70 ℃, then 260 parts of glycerol triglycidyl ether is dripped into the reaction vessel at a constant speed through a constant pressure dropping funnel, and after the dripping is completed, the reaction is carried out for 3 hours under heat preservation, thus obtaining the intermediate with a Y-type structure.
2. 1000 parts of double-end epoxy polyether silicone oil with the average molecular weight of 6000, 110 parts of Y-shaped structural intermediate and 400 parts of isopropanol are added into a reaction vessel provided with a condensation reflux device, stirring is started, the reaction vessel is heated to 82 ℃, and the reaction is carried out for 8 hours under the condition of heat preservation within the temperature range, so that the hydrophilic fluffy dendritic block silicone oil is prepared.
Example 3
1. 200 parts of monoethanolamine is added into a reaction vessel equipped with a condensation reflux device, stirring is started, the temperature is raised to 75 ℃, then 260 parts of glycerol triglycidyl ether is dripped into the reaction vessel at a constant speed through a constant pressure dropping funnel, and after the dripping is completed, the reaction is carried out for 4 hours under heat preservation, thus obtaining the intermediate with a Y-type structure.
2. 1000 parts of double-end epoxy polyether silicone oil with average molecular weight of 8000, 80 parts of intermediate with Y-shaped structure and 450 parts of isopropanol are added into a reaction vessel provided with a condensation reflux device, stirring is started, the reaction vessel is heated to 83 ℃, and the reaction is carried out for 9 hours under the condition of heat preservation within the temperature range, so that the hydrophilic fluffy dendritic block silicone oil is prepared.
The silicone oil application evaluation process comprises the following steps:
emulsion preparation of silicone oil
And emulsifying the sample of the embodiment and a comparison sample with the same style in the market according to the same emulsification process to obtain emulsion with the solid content of 14% -15%, and finally adjusting the pH value to 3-6 by glacial acetic acid.
2. Finishing process
The fabric used: white pure cotton knitted fabric, black polyester knitted fabric and black polyester cotton knitted fabric.
The finishing process flow comprises the following steps: padding working solution (40 g/L of hydrophilic fluffy dendritic block silicone oil emulsion, one padding, the padding residual ratio (80-90% of white pure cotton knitted fabric, 60-80% of black polyester knitted fabric and 70-80% of black polyester cotton knitted fabric) to baking (165% of white pure cotton knitted fabric) o Cx 50s, black polyester knitted fabric 190 o Cx 60s, black polyester cotton knitted fabric 170 o C×80 s) → cooling and conditioning for 24 hours→ testing performance.
3. Application Performance test
3.1 evaluation of fluffiness
Compression work of fabrics (N cm/cm) was measured using a KES-FB3 style machine 2 ) The larger the number, the better the fluffiness.
3.2 evaluation of hydrophilicity
Hydrophilicity evaluation: 1 drop of water was dropped from a standard dropper to the surface of the horizontally spread fabric at a height of 10cm from the fabric, and the time taken for the water drops to completely wet, spread, and penetrate on the surface of the fabric was measured under static conditions, the shorter the time, the better the hydrophilic effect.
3.3 evaluation of antistatic Property
The finished fabric was equilibrated at 25 ℃ and RH 30% for 24 hours, and then tested for peak voltage, half life, as standard in a YG (B) 342D fabric static tester.
The evaluation results of the application properties of the bulkiness of the hydrophilic bulkiness dendritic block silicone oil emulsion and the comparative silicone oil emulsion are shown in table 1:
table 1 comparative example sample to comparative sample for bulk
As can be seen from table 1, after finishing the fabric with the emulsion made of the hydrophilic fluffy dendritic block silicone oil of the present invention, the fluffiness is significantly better than that of the comparative sample.
The evaluation results of the hydrophilic performance of the hydrophilic fluffy dendritic block silicone oil emulsion and the comparative silicone oil emulsion are shown in table 2:
table 2 example sample and comparative sample hydrophilicity comparison
As can be seen from table 2, after finishing the fabric with the emulsion prepared from the hydrophilic fluffy dendritic block silicone oil of the present invention, the hydrophilicity is significantly better than that of the comparative sample.
The results of antistatic property measurement of the hydrophilic fluffy dendritic block silicone oil emulsion and the comparative silicone oil emulsion are shown in table 3:
TABLE 3 antistatic comparison of example samples with comparative samples
As can be seen from table 3, after finishing the fabric with the emulsion made of the hydrophilic fluffy dendritic block silicone oil of the present invention, the peak voltage and half life are lower than those of the original fabric and the comparative example.
Claims (4)
1. A hydrophilic fluffy dendritic block silicone oil and a preparation method thereof are characterized by comprising the following steps:
mixing according to the mass portion, adding 190-200 portions of monoethanolamine into a reaction container equipped with a condensation reflux device, starting stirring, heating to 60-80 ℃, then dripping 260 portions of glycerol triglycidyl ether into the reaction container at a constant speed through a constant pressure dropping funnel, after the dripping is completed, preserving heat and reacting for 2-4 hours to obtain a Y-type structural intermediate,
and B, adding 1000 parts of double-end epoxy polyether silicone oil, 70-160 parts of a Y-shaped structural intermediate and 300-500 parts of a solvent into a reaction container provided with a condensing reflux device, starting stirring, heating the reaction container to 80-83 ℃, and carrying out heat preservation reaction for 6-9 hours within the temperature range to obtain the hydrophilic fluffy dendritic block silicone oil.
2. The hydrophilic fluffy dendritic block silicone oil and the preparation method thereof according to claim 1 are characterized in that: the number average molecular weight of the double-end epoxy polyether silicone oil is 4000-9000, and the polyether chain segment in the structure is an Ethylene Oxide (EO) chain segment.
3. The hydrophilic fluffy dendritic block silicone oil and the preparation method thereof according to claim 1 are characterized in that: the solvent is one of isopropanol, ethylene glycol butyl ether and diethylene glycol butyl ether.
4. A hydrophilic fluffy dendritic block silicone oil is characterized in that: obtained by the production process according to any one of claims 1 to 3.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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CN202310981295.4A CN116970174A (en) | 2023-08-07 | 2023-08-07 | Hydrophilic fluffy dendritic block silicone oil and preparation method thereof |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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CN202310981295.4A CN116970174A (en) | 2023-08-07 | 2023-08-07 | Hydrophilic fluffy dendritic block silicone oil and preparation method thereof |
Publications (1)
Publication Number | Publication Date |
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CN116970174A true CN116970174A (en) | 2023-10-31 |
Family
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CN202310981295.4A Pending CN116970174A (en) | 2023-08-07 | 2023-08-07 | Hydrophilic fluffy dendritic block silicone oil and preparation method thereof |
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CN (1) | CN116970174A (en) |
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2023
- 2023-08-07 CN CN202310981295.4A patent/CN116970174A/en active Pending
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