CN114456385B - Preparation method of MDT type methylphenyl silicone oil for cosmetics - Google Patents
Preparation method of MDT type methylphenyl silicone oil for cosmetics Download PDFInfo
- Publication number
- CN114456385B CN114456385B CN202210147886.7A CN202210147886A CN114456385B CN 114456385 B CN114456385 B CN 114456385B CN 202210147886 A CN202210147886 A CN 202210147886A CN 114456385 B CN114456385 B CN 114456385B
- Authority
- CN
- China
- Prior art keywords
- silicone oil
- hydrogen
- silane
- mdt
- containing silicone
- 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.)
- Active
Links
- 229920003216 poly(methylphenylsiloxane) Polymers 0.000 title claims abstract description 27
- 238000002360 preparation method Methods 0.000 title claims abstract description 16
- 239000002537 cosmetic Substances 0.000 title claims abstract description 9
- 239000001257 hydrogen Substances 0.000 claims abstract description 47
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 47
- 229920002545 silicone oil Polymers 0.000 claims abstract description 46
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 40
- -1 alkoxy silane Chemical compound 0.000 claims abstract description 22
- 229910000077 silane Inorganic materials 0.000 claims abstract description 16
- 239000003054 catalyst Substances 0.000 claims abstract description 14
- 239000002904 solvent Substances 0.000 claims abstract description 13
- 238000006243 chemical reaction Methods 0.000 claims abstract description 12
- 238000000034 method Methods 0.000 claims abstract description 8
- 238000004519 manufacturing process Methods 0.000 claims abstract description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical group C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 8
- NPNAXGKROXIVMJ-UHFFFAOYSA-N (2,3,4-trifluorophenyl)boron Chemical group [B]C1=CC=C(F)C(F)=C1F NPNAXGKROXIVMJ-UHFFFAOYSA-N 0.000 claims description 5
- BKXVGDZNDSIUAI-UHFFFAOYSA-N methoxy(triphenyl)silane Chemical compound C=1C=CC=CC=1[Si](C=1C=CC=CC=1)(OC)C1=CC=CC=C1 BKXVGDZNDSIUAI-UHFFFAOYSA-N 0.000 claims description 5
- REQXNMOSXYEQLM-UHFFFAOYSA-N methoxy-dimethyl-phenylsilane Chemical compound CO[Si](C)(C)C1=CC=CC=C1 REQXNMOSXYEQLM-UHFFFAOYSA-N 0.000 claims description 5
- 238000004821 distillation Methods 0.000 claims description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 4
- FIHCECZPYHVEJO-UHFFFAOYSA-N ethoxy-dimethyl-phenylsilane Chemical compound CCO[Si](C)(C)C1=CC=CC=C1 FIHCECZPYHVEJO-UHFFFAOYSA-N 0.000 claims description 3
- RMZNKGBPQWTSFN-UHFFFAOYSA-N 2,2-diphenylethoxy(methyl)silane Chemical compound C[SiH2]OCC(C1=CC=CC=C1)C1=CC=CC=C1 RMZNKGBPQWTSFN-UHFFFAOYSA-N 0.000 claims description 2
- OMBADDZNTSOLPP-UHFFFAOYSA-N benzhydryloxy(methyl)silane Chemical compound C=1C=CC=CC=1C(O[SiH2]C)C1=CC=CC=C1 OMBADDZNTSOLPP-UHFFFAOYSA-N 0.000 claims description 2
- RSIHJDGMBDPTIM-UHFFFAOYSA-N ethoxy(trimethyl)silane Chemical compound CCO[Si](C)(C)C RSIHJDGMBDPTIM-UHFFFAOYSA-N 0.000 claims description 2
- ZVJXKUWNRVOUTI-UHFFFAOYSA-N ethoxy(triphenyl)silane Chemical compound C=1C=CC=CC=1[Si](C=1C=CC=CC=1)(OCC)C1=CC=CC=C1 ZVJXKUWNRVOUTI-UHFFFAOYSA-N 0.000 claims description 2
- POPACFLNWGUDSR-UHFFFAOYSA-N methoxy(trimethyl)silane Chemical compound CO[Si](C)(C)C POPACFLNWGUDSR-UHFFFAOYSA-N 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract description 8
- 239000002994 raw material Substances 0.000 abstract description 8
- 230000015572 biosynthetic process Effects 0.000 abstract description 2
- 239000000463 material Substances 0.000 abstract description 2
- 238000003786 synthesis reaction Methods 0.000 abstract description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 238000003756 stirring Methods 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 239000000499 gel Substances 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 230000003301 hydrolyzing effect Effects 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 239000002981 blocking agent Substances 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 230000035699 permeability Effects 0.000 description 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- YGZSVWMBUCGDCV-UHFFFAOYSA-N chloro(methyl)silane Chemical compound C[SiH2]Cl YGZSVWMBUCGDCV-UHFFFAOYSA-N 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- DVYUOQXRGHUWKE-UHFFFAOYSA-N dimethyl(2-phenylethoxy)silane Chemical compound C[SiH](C)OCCC1=CC=CC=C1 DVYUOQXRGHUWKE-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- PARWUHTVGZSQPD-UHFFFAOYSA-N phenylsilane Chemical compound [SiH3]C1=CC=CC=C1 PARWUHTVGZSQPD-UHFFFAOYSA-N 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 230000000750 progressive effect Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 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
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
Abstract
The invention belongs to the technical field of organosilicon material synthesis, and discloses a preparation method of MDT type methyl phenyl silicone oil for cosmetics, which comprises the following steps: dissolving hydrogen-containing silicone oil in a solvent, adding a catalyst and alkoxy silane for reaction, and distilling under reduced pressure after the reaction is finished to obtain MDT-type methyl phenyl silicone oil. The method can not generate gel phenomenon in the production process, and can control the phenyl content of the product by selecting hydrogen-containing silicone oil and alkoxy silane raw materials with different hydrogen contents and control the viscosity of the product by selecting hydrogen-containing silicone oil with different viscosities.
Description
Technical Field
The invention relates to the technical field of organosilicon material synthesis, in particular to a preparation method of MDT type methyl phenyl silicone oil for cosmetics.
Background
Silicone oil is widely used in daily chemicals due to its excellent heat stability, air permeability, spreadability, physiological inertia, etc. Compared with common dimethyl silicone oil, the MDT type methyl phenyl silicone oil has higher compatibility and refractive index, has better application effect in cosmetics, can increase the luster, the waterproofness and the air permeability of skin care products (such as lipstick, face cream, hair care and hair beautification products, essence emulsion and the like), and provides a silky but non-greasy skin feel.
At present, MDT (branched chain) silicone oil is mainly prepared by a method of co-hydrolytic condensation of polyfunctional silane and a blocking agent. For example: patent CN102329427a discloses a method for synthesizing branched silicone oil (MDT), which comprises the steps of firstly hydrolyzing methyl chlorosilane to prepare low-viscosity alkoxy silicone oil, then hydrolyzing and neutralizing the low-viscosity alkoxy silicone oil, and removing boiling to obtain low-viscosity and high-viscosity silicone oil. Patent CN100396715C discloses a preparation method of branched methyl phenyl silicone oil, which takes trifunctional phenyl silane and a blocking agent as raw materials and is obtained through hydrolytic condensation, but the method only can obtain a product with low viscosity of 15-100 mPas (25 ℃). Patent CN105199109a discloses a method for preparing high-viscosity MDT-type methylphenyl silicone oil all the time, which is obtained by taking a silicon hydroxyl-containing MT-type resin prepolymer and hydroxyl silicone oil as raw materials and carrying out balanced telomerization under the action of a catalyst. However, the prior art also has the following problems mainly in preparing MDT-type methylphenyl silicone oil: (1) Upon introduction of the T-mer, gels are easily created due to the presence of multifunctional silanes or silicones; (2) The viscosity and phenyl content of the product are not easy to control, and can only be adjusted by controlling the reaction conditions, so that the quality of the product is easy to be unstable.
Therefore, how to provide a preparation method of MDT type methylphenyl silicone oil with controllable molecular structure and viscosity of the product, which can avoid the risk of gel generation, is a problem to be solved by those skilled in the art.
Disclosure of Invention
In view of the above, the invention provides a preparation method of MDT type methylphenyl silicone oil for cosmetics, which can design the molecular structure and viscosity of the product, improve the stability of the quality of the product and avoid the risk of gel generation in the production process.
In order to achieve the above purpose, the invention adopts the following technical scheme:
a preparation method of MDT type methylphenyl silicone oil for cosmetics comprises the following steps:
dissolving hydrogen-containing silicone oil in a solvent, adding a catalyst and alkoxy silane for reaction, and distilling under reduced pressure after the reaction is finished to obtain MDT-type methyl phenyl silicone oil.
The hydrogen-containing silicone oil is methyl hydrogen-containing silicone oil or phenyl hydrogen-containing silicone oil.
The viscosity of the hydrogen-containing silicone oil is 40-100000 Pa.s, and the hydrogen content is 0.1-1.5%.
The solvent is one or more of toluene, tetrahydrofuran, dichloromethane and chloroform.
The mass volume ratio of the hydrogen-containing silicone oil to the solvent is 1g: (4-16) ml.
The catalyst is trifluorophenyl boron, and the mass of the catalyst is 0.01-1.0% of the mass of hydrogen-containing silicone oil.
The alkoxy silane is one or more of triphenylmethoxy silane, triphenylethoxy silane, methyldiphenylmethoxy silane, methyldiphenylethoxy silane, dimethylphenyl methoxy silane, dimethylphenyl ethoxy silane, trimethylmethoxy silane and trimethylethoxy silane.
The mass ratio of the alkoxy silane to the hydrogen-containing silicone oil is (0.2-3): 1.
the reaction is carried out at room temperature for 0.5-2 h.
Compared with the prior art, the invention has the following beneficial effects:
(1) The gel phenomenon of the product can not occur in the production process;
(2) The phenyl content of the product can be controlled by selecting hydrogen-containing silicone oil with different hydrogen content and alkoxy silane raw materials, and the viscosity of the product can be controlled by selecting hydrogen-containing silicone oil with different viscosity.
Detailed Description
The invention provides a preparation method of MDT type methylphenyl silicone oil for cosmetics, which comprises the following steps:
dissolving hydrogen-containing silicone oil in a solvent, adding a catalyst and alkoxy silane for reaction, and distilling under reduced pressure after the reaction is finished to obtain MDT-type methyl phenyl silicone oil.
Preferably, the hydrogen-containing silicone oil is methyl hydrogen-containing silicone oil.
Preferably, the viscosity of the hydrogen-containing silicone oil is 100 to 50000 Pa.s, and the hydrogen content is 0.5 to 1.0%.
Preferably, the solvent is anhydrous toluene or anhydrous tetrahydrofuran.
Preferably, the mass volume ratio of the hydrogen-containing silicone oil to the solvent is 1g: (8-12) ml.
Preferably, the catalyst is trifluorophenyl boron, and the mass of the catalyst is 0.012-0.5% of the mass of the hydrogen-containing silicone oil.
Preferably, the alkoxy silane is triphenylmethoxy silane or dimethylphenylmethoxy silane.
Preferably, the mass ratio of the alkoxysilane to the hydrogen-containing silicone oil is (0.5 to 2): 1.
preferably, the reaction is carried out at room temperature for a period of 1 to 1.5 hours.
The following description of the technical solutions in the embodiments of the present invention will be clear and complete, and it is obvious that the described embodiments are only some embodiments of the present invention, but not all embodiments. All other embodiments, which can be made by those skilled in the art based on the embodiments of the invention without making any inventive effort, are intended to be within the scope of the invention.
Example 1
The embodiment discloses a preparation method of MDT type methyl phenyl silicone oil, the hydrogen-containing silicone oil selected in the embodiment is methyl hydrogen-containing silicone oil with viscosity of 100 mPas and hydrogen content of 0.5%, and the selected alkoxy silane is dimethyl phenyl ethoxy silane, and the preparation method is as follows:
50g of hydrogen-containing silicone oil, 200ml of anhydrous toluene and stirring uniformly are added into a flask with a condenser, a thermometer, a magnetic stirrer and a nitrogen through opening, 49g of dimethylphenylethoxysilane and 0.5g of trifluorophenyl boron are added, stirring is performed at room temperature for 0.5 hour, the catalyst is neutralized, the solvent and unreacted raw materials are removed by reduced pressure distillation at 150 ℃ to obtain colorless and transparent MDT-type methylphenyl silicone oil with the viscosity of 2530 mPas and the phenyl content (mole fraction) of 0.46%.
Example 2
The embodiment discloses a preparation method of MDT type methyl phenyl silicone oil, the hydrogen-containing silicone oil selected in the embodiment is methyl hydrogen-containing silicone oil with the viscosity of 50000 mPas and the hydrogen content of 0.1%, and the selected alkoxy silane is dimethyl phenyl methoxy silane, and the preparation method is as follows:
25g of hydrogen-containing silicone oil, 400ml of anhydrous toluene and stirring uniformly are added into a flask with a condenser, a thermometer, a stirring paddle and a nitrogen through opening, 5g of dimethylphenylmethoxy silane and 0.3g of tripentafluorophenylboron are added, stirring is performed at room temperature for 2 hours, after the catalyst is neutralized, the solvent and unreacted raw materials are removed by reduced pressure distillation at 150 ℃ to obtain colorless and transparent MDT-type methylphenyl silicone oil, the viscosity is 180000 mPa.s, and the phenyl content (mole fraction) is 0.09%.
Example 3
The embodiment discloses a preparation method of MDT type methyl phenyl silicone oil, the hydrogen-containing silicone oil selected in the embodiment is methyl phenyl hydrogen-containing silicone oil with the viscosity of 1000 mPas, the hydrogen content of 1.0% and the phenyl content (mole fraction) of 1.0%, and the selected alkoxy silane is triphenyl methoxy silane, and the preparation method is as follows:
25g of hydrogen-containing silicone oil, 200ml of anhydrous tetrahydrofuran, and then 75g of triphenylmethoxy silane and 0.6g of trifluorophenyl boron are added into a flask with a condenser, a thermometer, a stirring paddle and a nitrogen through opening, the mixture is stirred uniformly, after stirring and reacting for 2 hours at room temperature, the catalyst is neutralized, the solvent and unreacted raw materials are removed by reduced pressure distillation at 250 ℃ to obtain colorless and transparent MDT-type methylphenyl silicone oil, the viscosity is 80000 mPas, and the phenyl content (mole fraction) is 3.8%.
The above examples show that the technical scheme of the invention can control the phenyl content of the product by selecting hydrogen-containing silicone oil and alkoxy silane raw materials with different hydrogen contents and control the viscosity of the product by selecting hydrogen-containing silicone oil with different viscosities.
In the present specification, each embodiment is described in a progressive manner, and each embodiment is mainly described in a different point from other embodiments, and identical and similar parts between the embodiments are all enough to refer to each other.
The previous description of the disclosed embodiments is provided to enable any person skilled in the art to make or use the present invention. Various modifications to these embodiments will be readily apparent to those skilled in the art, and the generic principles defined herein may be applied to other embodiments without departing from the spirit or scope of the invention. Thus, the present invention is not intended to be limited to the embodiments shown herein but is to be accorded the widest scope consistent with the principles and novel features disclosed herein.
Claims (5)
1. The preparation method of the MDT type methylphenyl silicone oil for cosmetics is characterized by comprising the following steps of:
dissolving hydrogen-containing silicone oil in a solvent, adding a catalyst and alkoxy silane for reaction, and performing reduced pressure distillation after the reaction is finished to obtain MDT-type methyl phenyl silicone oil;
the alkoxy silane is one or more of triphenylmethoxy silane, triphenylethoxy silane, methyldiphenylmethoxy silane, methyldiphenylethoxy silane, dimethylphenyl methoxy silane, dimethylphenyl ethoxy silane, trimethylmethoxy silane and trimethylethoxy silane;
the mass ratio of the alkoxy silane to the hydrogen-containing silicone oil is (0.2-3): 1, a step of;
the hydrogen-containing silicone oil is phenyl hydrogen-containing silicone oil;
the solvent is tetrahydrofuran.
2. The method for producing an MDT-type methylphenyl silicone oil according to claim 1, wherein the viscosity of the hydrogen-containing silicone oil is 40 to 100000 mPa-s and the hydrogen content is 0.1 to 1.5%.
3. The method for preparing MDT-type methylphenyl silicone oil according to claim 1, wherein the mass-volume ratio of the hydrogen-containing silicone oil to the solvent is 1g: (4-16) ml.
4. The method for preparing MDT type methylphenyl silicone oil according to claim 2, wherein the catalyst is trifluorophenyl boron, and the mass of the catalyst is 0.01-1.0% of the mass of hydrogen-containing silicone oil.
5. The method for preparing MDT type methylphenyl silicone oil according to claim 1 or 4, wherein the reaction is carried out at room temperature for 0.5 to 2 hours.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210147886.7A CN114456385B (en) | 2022-02-17 | 2022-02-17 | Preparation method of MDT type methylphenyl silicone oil for cosmetics |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210147886.7A CN114456385B (en) | 2022-02-17 | 2022-02-17 | Preparation method of MDT type methylphenyl silicone oil for cosmetics |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN114456385A CN114456385A (en) | 2022-05-10 |
| CN114456385B true CN114456385B (en) | 2023-04-21 |
Family
ID=81416189
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202210147886.7A Active CN114456385B (en) | 2022-02-17 | 2022-02-17 | Preparation method of MDT type methylphenyl silicone oil for cosmetics |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN114456385B (en) |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4292848B2 (en) * | 2003-04-07 | 2009-07-08 | 新日本理化株式会社 | Method for producing alicyclic group-substituted silane compound |
| CN105199109B (en) * | 2015-09-29 | 2017-10-10 | 广州有色金属研究院 | A kind of preparation method of MDT types polymethylphenyl siloxane fluid used for cosmetic |
| CN107286347B (en) * | 2017-07-25 | 2023-03-17 | 广州硅芯材料科技有限公司 | Method for preparing phenyl hydrogen-containing silicone resin from methyl hydrogen-containing silicone oil |
| CN108690198B (en) * | 2018-05-15 | 2021-01-15 | 杭州师范大学 | Method for preparing methyl phenyl silicone oil by catalyzing tris (pentafluorophenyl) borane |
-
2022
- 2022-02-17 CN CN202210147886.7A patent/CN114456385B/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| CN114456385A (en) | 2022-05-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US5484867A (en) | Process for preparation of polyhedral oligomeric silsesquioxanes and systhesis of polymers containing polyhedral oligomeric silsesqioxane group segments | |
| EP0935631B1 (en) | Grafted rubber-like silicone gel with enhanced oil compatibility and its synthetic process | |
| GB2319527A (en) | Fragrance releasing non-volatile polysiloxanes | |
| JPS62195389A (en) | Hydroxyl group-containing siloxane compound | |
| JPH08269204A (en) | New silicone derivative and its production and use | |
| JP2538308B2 (en) | Organosiloxane | |
| CN114456385B (en) | Preparation method of MDT type methylphenyl silicone oil for cosmetics | |
| US5256754A (en) | Hydrogenpolysiloxanes and methods of making | |
| CN107698617A (en) | Organosilicon polymer containing silica octatomic ring, its synthesis and application | |
| CN103804690B (en) | Method for preparing double amino-terminated linear polydimethylsiloxane | |
| EP4065630A1 (en) | Processes for making polysiloxazanes and using same for producing amino-functional polyorganosiloxanes | |
| JP2015504114A (en) | Method for making saccharide siloxane copolymer | |
| CN105461929A (en) | Synthetic method of high-quality phenyl hydrogen-containing silicone oil applied to LED (Light Emitting Diode) packaging | |
| KR102072370B1 (en) | Method for preparation of MQ-T silicone resin using polyhedral oligomeric silsesquioxanes(POSS) | |
| US2769829A (en) | Process for preparing octaethylcyclotetrasiloxane | |
| WO2022246363A1 (en) | Processes for making polysiloxazanes and using same for producing amino-functional polyorganosiloxanes | |
| JP3192545B2 (en) | Modified polysiloxane and method for producing the same | |
| CN110437272B (en) | Preparation method of ABA type organosilicon glucoheptonamide surfactant | |
| JPH07157562A (en) | Production of polysiloxane | |
| JPH04169589A (en) | Hydrogen polysiloxane and its production | |
| JPH08120086A (en) | Novel organopolysiloxane compound and its preparation | |
| JPH09227688A (en) | Preparation of hydroxy-containing siloxane compound | |
| CN114539526B (en) | Preparation method of liquid propyl silicone resin blend for personal care | |
| JPH09216948A (en) | Modified polysiloxane and its production | |
| JP3584482B2 (en) | New silicone compound and its production method |
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 | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant | ||
| TR01 | Transfer of patent right | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20231009 Address after: No. 525 Jixiang Road, Lanxi Economic Development Zone, Jinhua City, Zhejiang Province, 321000 Patentee after: Zhejiang Three Primary Color Cosmetics Co.,Ltd. Address before: Room 2107, Block B, Jinyue Era Community, South Side of Xihu Avenue and East Side of Yinghuai Avenue, Yingzhou District, Fuyang City, Anhui Province, 236000 Patentee before: Fuyang Wuyejia Network Technology Co.,Ltd. Effective date of registration: 20231009 Address after: Room 2107, Block B, Jinyue Era Community, South Side of Xihu Avenue and East Side of Yinghuai Avenue, Yingzhou District, Fuyang City, Anhui Province, 236000 Patentee after: Fuyang Wuyejia Network Technology Co.,Ltd. Address before: 425199 130 Yang Zi Tang Road, Lingling District, Yongzhou, Hunan. Patentee before: HUNAN University OF SCIENCE AND ENGINEERING |