CN117209776A - Preparation method of novel hydrophilic block silicone oil - Google Patents
Preparation method of novel hydrophilic block silicone oil Download PDFInfo
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- CN117209776A CN117209776A CN202311349228.7A CN202311349228A CN117209776A CN 117209776 A CN117209776 A CN 117209776A CN 202311349228 A CN202311349228 A CN 202311349228A CN 117209776 A CN117209776 A CN 117209776A
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- silicone oil
- block silicone
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- 229920002545 silicone oil Polymers 0.000 title claims abstract description 41
- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims abstract description 18
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 10
- 230000015572 biosynthetic process Effects 0.000 claims abstract description 10
- 229920000570 polyether Polymers 0.000 claims abstract description 10
- 238000003786 synthesis reaction Methods 0.000 claims abstract description 10
- 238000006243 chemical reaction Methods 0.000 claims abstract description 9
- 239000007788 liquid Substances 0.000 claims abstract description 9
- HMMGMWAXVFQUOA-UHFFFAOYSA-N octamethylcyclotetrasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 HMMGMWAXVFQUOA-UHFFFAOYSA-N 0.000 claims abstract description 8
- 238000003756 stirring Methods 0.000 claims abstract description 8
- 150000001412 amines Chemical class 0.000 claims abstract description 6
- 238000001816 cooling Methods 0.000 claims abstract description 5
- 238000007599 discharging Methods 0.000 claims abstract description 5
- 238000010438 heat treatment Methods 0.000 claims abstract description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 5
- 239000000126 substance Substances 0.000 claims abstract description 5
- 239000004744 fabric Substances 0.000 abstract description 17
- 239000002904 solvent Substances 0.000 abstract description 15
- 238000000034 method Methods 0.000 abstract description 12
- 229920000742 Cotton Polymers 0.000 abstract description 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract description 4
- 238000009835 boiling Methods 0.000 abstract description 3
- 229920000728 polyester Polymers 0.000 abstract description 3
- 239000003513 alkali Substances 0.000 abstract description 2
- 239000004902 Softening Agent Substances 0.000 abstract 1
- 239000006260 foam Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 4
- 239000004593 Epoxy Substances 0.000 description 4
- 125000003277 amino group Chemical group 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 238000004383 yellowing Methods 0.000 description 4
- 229920013822 aminosilicone Polymers 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 230000007547 defect Effects 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 230000006641 stabilisation Effects 0.000 description 3
- 238000011105 stabilization Methods 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 229960000583 acetic acid Drugs 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 125000003700 epoxy group Chemical group 0.000 description 2
- 239000012362 glacial acetic acid Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 229920004933 Terylene® Polymers 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 125000001183 hydrocarbyl group Chemical group 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920000056 polyoxyethylene ether Polymers 0.000 description 1
- 229940051841 polyoxyethylene ether Drugs 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 229920006027 ternary co-polymer Polymers 0.000 description 1
- 238000009988 textile finishing Methods 0.000 description 1
- 238000009489 vacuum treatment Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Landscapes
- Silicon Polymers (AREA)
Abstract
The invention discloses a preparation method of novel hydrophilic block silicone oil, which comprises the steps of firstly adding polyether amine and 1, 3-bis (3-glycidyl) -1, 3-tetramethyl disiloxane into a 1000mL three-neck flask with a stirrer and a thermometer, starting stirring, heating to about 80-100 ℃, preserving heat for 6-8h, cooling to below 50 ℃ and discharging to obtain light yellow transparent viscous liquid, then adding 100g of intermediate 1,700g of octamethyl cyclotetrasiloxane and proper amount of potassium hydroxide into a 1000mL four-neck flask with a stirrer, a thermometer and a nitrogen pipe, heating to 105-125 ℃, maintaining for 8h, and removing low-boiling substances after the reaction is finished to obtain the colorless transparent viscous liquid. Amino and polyether chain segments are introduced into a polyorganosiloxane structure to replace solvent block silicone oil by using a solvent-free alkali method synthesis process, and the solvent block silicone oil is used as a softening agent for finishing cotton and polyester clothes, so that the softness, the bulk, the smoothness and the whiteness of the fabric can be improved.
Description
Technical Field
The invention belongs to the technical field of textile finishing agents, and particularly relates to a preparation method of novel hydrophilic block silicone oil.
Background
In the prior art, the amino modified silicone oil prepared by various ammonia is widely applied to the post-softening finishing of textiles such as cotton, polyester cotton, wool and the like, wherein the defects are mainly that the finished textiles are hydrophobic and poor in air permeability, demulsification and oil drifting phenomena are extremely easy to occur in the application process, phenomena such as roller sticking and cylinder sticking are caused, yellowing phenomena with different degrees also occur, and the phenomena can cause the damage of the textiles with different degrees.
The block silicone oil brings the organosilicon softener into a new stage, and overcomes the defects of amino modified silicone oil while continuing the diversity of the handfeel of the amino modified silicone oil. The hydrophilic novel block silicone oil greatly solves a series of problems existing in the traditional amino silicone oil processing and using process on the premise of not affecting the finishing effect of the fabric. Along with the reduction of the use cost of the novel block silicone oil, the recognition and the reception of the product by printing and dyeing enterprises are also continuously improved. The following is the related block silicone oil technical scheme in the prior art:
the patent with publication number CN106750325A discloses a method for preparing ternary polymerization block silicone oil by using a compound solvent, wherein in the step 1), under the condition of the solvent, double-end capped epoxy silicone oil and polyether amine are added, under the protection of nitrogen, the temperature is reduced to 60-66 ℃ after the reaction is carried out for 6-8 hours at 80-85 ℃, and partial solvent is removed by vacuum treatment under reduced pressure; and then step 2) adding the compound solvent and uniformly stirring to finally obtain the ternary polymerization block silicone oil solution, wherein the solid content is 55% -60%, and the molecular weight of the ternary polymerization block silicone oil is about 12000-21000 g/mol. After the ternary block silicone oil prepared by the method is used for the fabric, the ternary block silicone oil has the characteristics of good hand feeling, good hydrophilicity, low yellowing and the like, and the high-boiling point solvent in the compound solvent can endow the fabric with a certain ice feeling.
The patent with publication number CN102964601A discloses a formula and a synthesis process of novel block hydrophilic silicone oil, which comprises aliphatic polyether diamine, isopropanol, epoxy group end-capped silicone oil, 20% sulfuric acid solution, dipropylene glycol, isomeric alcohol polyoxyethylene ether and glacial acetic acid, the production process is simple, the produced block hydrophilic silicone oil is linear multi-block modified organic silicone alkyl, epoxy groups, polyether, amino groups and the like are embedded in a molecular main chain, and the block hydrophilic silicone oil is specially used for softening after-finishing of various scattered wool, yarns, fabrics and fabrics of terylene, nylon, nitrile, wool-nitrile blending and pure cotton and the like, and the prepared environment-friendly fluffing agent does not contain chemical components such as formaldehyde, NP/APEO and heavy metals and the like, and is very environment-friendly.
Although the block silicone oil in the prior art can overcome the defects of poor hydrophilicity, easy yellowing and difficult washing of amino silicone oil to a certain extent, a large amount of solvents are adopted in the synthesis process, the difficulty of post-treatment is increased, and if the solvents are not completely treated, discomfort is caused when the solvents remain on clothes.
Disclosure of Invention
The invention aims to provide a preparation method of novel hydrophilic block silicone oil, which reduces the use of solvents by adjusting the preparation process.
In order to achieve the above object, the preparation method of the novel hydrophilic block silicone oil provided by the invention specifically comprises the following steps:
(1) Synthesis of intermediate 1:
adding polyether amine and 1, 3-bis (3-glycidyl) -1, 3-tetramethyl disiloxane into a 1000mL three-neck flask with a stirrer and a thermometer, starting stirring, heating to about 80-100 ℃, preserving heat for 6-8h, cooling to below 50 ℃ and discharging to obtain light yellow transparent viscous liquid, wherein the molar ratio of the polyether amine to the 1, 3-bis (3-glycidyl) -1, 3-tetramethyl disiloxane is 2-2.3:1.
(2) Synthesis of hydrophilic Silicone oils
100g of intermediate 1,700g of octamethyl cyclotetrasiloxane and a proper amount of potassium hydroxide are added into a 1000ml four-neck flask provided with a stirrer, a thermometer and a nitrogen pipe, the temperature is raised to 105-125 ℃, the reaction is maintained for 8 hours, and after the reaction is finished, low-boiling-point substances are removed, so that colorless transparent viscous liquid is obtained.
The mass ratio of the intermediate 1 to the octamethyl cyclotetrasiloxane to the potassium hydroxide is 80-120:400-800:0.7-1.
Compared with the prior art, the invention has the following beneficial effects: (1) Through the reaction of polyetheramine and 1, 3-di (3-glycidyl) -1, 3-tetramethyl disiloxane, in the solvent-free state, amino groups are connected at two ends of a hydrocarbon group to obtain an intermediate 1, then the intermediate 1 and octamethyl cyclotetrasiloxane are reacted under the solvent-free condition to obtain hydrophilic block silicone oil, instead of the traditional method, octamethyl cyclotetrasiloxane and an epoxy end-capping agent are reacted in a solvent to synthesize epoxy silicone oil, then epoxy silicone oil and polyetheramine are reacted under the solvent condition to synthesize ternary copolymer silicone oil, and amino groups and polyether chain segments are introduced into a polyorganosiloxane structure to replace the solvent block silicone oil by using a solvent-free alkali method synthesis process; (2) The amino group at the end of the block silicone oil improves the hydrophilicity, and the centrifugal stability is good; (3) The softener is used for finishing cotton and polyester clothes, and can improve the softness, the bulk, the smoothness and the whiteness of the fabric.
DETAILED DESCRIPTION OF EMBODIMENT (S) OF INVENTION
The invention is further illustrated by the following examples.
Example 1
The preparation method of the novel hydrophilic block silicone oil comprises the following steps:
(1) Synthesis of intermediate 1:
adding polyetheramine and 1, 3-bis (3-glycidyl) -1, 3-tetramethyl disiloxane into a 1000mL three-neck flask with a stirrer and a thermometer, starting stirring, heating to about 80-100 ℃, preserving heat for 6-8h, cooling to 50 ℃ and discharging to obtain a light yellow transparent viscous liquid, namely an intermediate 1, wherein the molar ratio of polyetheramine to 1, 3-bis (3-glycidyl) -1, 3-tetramethyl disiloxane is 2:1.
in the structural formula, n is 5-18
(2) Synthesis of hydrophilic Silicone oils
In a 1000ml four-neck flask equipped with a stirrer, a thermometer and a nitrogen pipe, 100g of intermediate 1,700g of octamethyl cyclotetrasiloxane and 1g of potassium hydroxide are added, the temperature is raised to 105-125 ℃, the reaction is maintained for 8 hours, and after the reaction is finished, low-boiling substances are removed at 95-100 ℃ under reduced pressure, so that colorless transparent viscous liquid is obtained.
(3) Emulsification of silicone oils
Adding 20g of hydrophilic silicone oil and 2g of glacial acetic acid into a beaker, starting stirring, uniformly mixing, slowly adding 78g of deionized water, and continuously stirring uniformly to obtain emulsion with blue light semitransparent appearance and 20% of solid content.
(4) Performance testing
(4-1) viscosity test
Cooling the sample to the product standard required temperature (about 25 ℃) and adding the sample into a 300ml beaker; the level of the viscometer is regulated to enable the bubble of the level meter to be in the center, a clean rotor (the type of the rotor is selected according to the actual requirement of a product) is used, the height of the viscometer and the sample is regulated to enable the liquid level of the sample to just submerge the scale mark of the rotor, after 20 seconds, the pointer is stabilized, the reading is carried out (the pointer control rod is firstly pressed down when the reading is carried out), the viscosity is 68 (mpa.s), and then the motor is turned off. The viscosity is low, the dispersion in water is easier, impact foam is avoided during use, and the dispersion performance is improved.
(4-2) centrifugal stability
The 10% solution was diluted to 30g/L, put into a centrifuge tube and put into a centrifuge, centrifuged at 3000r/min for 30min, and the state of the solution was observed at rest, and the results were shown in the following table, as to whether the solution was layered, coagulated, precipitated, etc.
| Dosage of auxiliary agent | For 10 minutes | 20 minutes | 30 minutes |
| 30g/L | Stabilization | Stabilization | Stabilization |
(4-3) foam
1000ml of 10% solution is prepared according to 25g/L, and the mixture is placed in a constant-temperature water bath kettle with the temperature of 40 ℃ and is heated to 40 ℃; preheating a foam instrument to 40 ℃, cleaning the foam instrument with clear water, then rinsing with a solution, and reading zero (the bottom 250 ml); transferring 200ml of solution, vertically dripping, discharging the solution, reading the foam height, and simultaneously pressing a stopwatch for timing; after 5 minutes, the foam height was again read and the results are shown in the following table.
(4-4) evaluation of hand feel
Preparing 600ml of 10g/L softener solution, weighing 600g (or 400 g) of ionized water, adding 3g (or 2 g) of sample, stirring uniformly, adding 30g (or 20 g) of fabric, immersing the fabric into the solution, treating for about 30 minutes at intervals, turning over the fabric, taking out and padding (the padding rate is about 80%), pre-drying at 80 ℃, and finally baking at 150 ℃. (in the process, the warp and weft of the cotton cloth are not damaged by pulling), the finished fabric is subjected to closed touch, 5-10 people are classified into a small group, the hand feeling is classified into 5 grades, the non-finished fabric is classified into 1 grade, and the higher the grade is, the better the hand feeling is.
The novel block silicone oil has soft, fluffy and silky hand feeling, can endow the fabric with natural style, and meets the requirements of people. The treated fabric has good compatibility and small yellowing influence on light-colored or white fabrics, can maintain the strength and the brilliant color of the original fabric to the greatest extent, and has wider application fields and development prospects than the traditional amino silicone oil.
Claims (2)
1. The preparation method of the novel hydrophilic block silicone oil is characterized by comprising the following steps of:
(1) Synthesis of intermediate 1:
adding polyether amine and 1, 3-bis (3-glycidyl) -1, 3-tetramethyl disiloxane into a 1000mL three-neck flask with a stirrer and a thermometer, starting stirring, heating to about 80-100 ℃, preserving heat for 6-8h, cooling to below 50 ℃ and discharging to obtain light yellow transparent viscous liquid, wherein the molar ratio of the polyether amine to the 1, 3-bis (3-glycidyl) -1, 3-tetramethyl disiloxane is 2-2.3:1.
(2) Synthesis of hydrophilic Silicone oils
100g of intermediate 1,700g of octamethyl cyclotetrasiloxane and a proper amount of potassium hydroxide are added into a 1000ml four-neck flask provided with a stirrer, a thermometer and a nitrogen pipe, the temperature is raised to 105-125 ℃, the reaction is maintained for 8 hours, and after the reaction is finished, low-boiling-point substances are removed, so that colorless transparent viscous liquid is obtained.
2. The preparation method of the novel hydrophilic block silicone oil according to claim 1, wherein the mass ratio of the intermediate 1 to the octamethyl cyclotetrasiloxane to the potassium hydroxide is 80-120:400-800:0.7-1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202311349228.7A CN117209776A (en) | 2023-10-18 | 2023-10-18 | Preparation method of novel hydrophilic block silicone oil |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202311349228.7A CN117209776A (en) | 2023-10-18 | 2023-10-18 | Preparation method of novel hydrophilic block silicone oil |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN117209776A true CN117209776A (en) | 2023-12-12 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202311349228.7A Pending CN117209776A (en) | 2023-10-18 | 2023-10-18 | Preparation method of novel hydrophilic block silicone oil |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN117209776A (en) |
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- 2023-10-18 CN CN202311349228.7A patent/CN117209776A/en active Pending
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