CN1919896A - Preparation method of amino modified hydrophilic silicone oil - Google Patents
Preparation method of amino modified hydrophilic silicone oil Download PDFInfo
- Publication number
- CN1919896A CN1919896A CN 200610096033 CN200610096033A CN1919896A CN 1919896 A CN1919896 A CN 1919896A CN 200610096033 CN200610096033 CN 200610096033 CN 200610096033 A CN200610096033 A CN 200610096033A CN 1919896 A CN1919896 A CN 1919896A
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- preparation
- silicone oil
- modified hydrophilic
- hours
- amino modified
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 title claims description 26
- 229920002545 silicone oil Polymers 0.000 title claims description 25
- 238000002360 preparation method Methods 0.000 title claims description 19
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 33
- 239000001257 hydrogen Substances 0.000 claims abstract description 33
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 26
- 239000007822 coupling agent Substances 0.000 claims abstract description 10
- 229920000570 polyether Polymers 0.000 claims abstract description 9
- 239000012986 chain transfer agent Substances 0.000 claims abstract description 7
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 29
- 239000003921 oil Substances 0.000 claims description 27
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 21
- 229910052710 silicon Inorganic materials 0.000 claims description 21
- 239000010703 silicon Substances 0.000 claims description 21
- 239000002253 acid Substances 0.000 claims description 8
- 150000002431 hydrogen Chemical class 0.000 claims description 7
- LSWYGACWGAICNM-UHFFFAOYSA-N 2-(prop-2-enoxymethyl)oxirane Chemical compound C=CCOCC1CO1 LSWYGACWGAICNM-UHFFFAOYSA-N 0.000 claims description 6
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 6
- 238000010792 warming Methods 0.000 claims description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- PKTOVQRKCNPVKY-UHFFFAOYSA-N dimethoxy(methyl)silicon Chemical compound CO[Si](C)OC PKTOVQRKCNPVKY-UHFFFAOYSA-N 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- MQWFLKHKWJMCEN-UHFFFAOYSA-N n'-[3-[dimethoxy(methyl)silyl]propyl]ethane-1,2-diamine Chemical compound CO[Si](C)(OC)CCCNCCN MQWFLKHKWJMCEN-UHFFFAOYSA-N 0.000 claims description 4
- DRRZZMBHJXLZRS-UHFFFAOYSA-N n-[3-[dimethoxy(methyl)silyl]propyl]cyclohexanamine Chemical compound CO[Si](C)(OC)CCCNC1CCCCC1 DRRZZMBHJXLZRS-UHFFFAOYSA-N 0.000 claims description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 238000009413 insulation Methods 0.000 claims description 3
- 150000003376 silicon Chemical class 0.000 claims description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 3
- 235000017550 sodium carbonate Nutrition 0.000 claims description 3
- 230000003068 static effect Effects 0.000 claims description 3
- 239000003054 catalyst Substances 0.000 claims description 2
- 239000004744 fabric Substances 0.000 abstract description 5
- 239000000463 material Substances 0.000 abstract description 2
- 238000000034 method Methods 0.000 abstract description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 8
- 239000000377 silicon dioxide Substances 0.000 abstract 4
- 125000003368 amide group Chemical group 0.000 abstract 3
- 239000004721 Polyphenylene oxide Substances 0.000 abstract 1
- 238000005516 engineering process Methods 0.000 description 3
- 230000008439 repair process Effects 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 2
- 230000007812 deficiency Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The invention discloses a method to prepare amido modified hydrophilic silica oil, which is characterized by the following: adopting low containing hydrogen silica oil and polyether under chain transfer agent, accelerant to react; introducing containing amido coupling agent; getting amido modified hydrophilic silica oil. The water-solubility of this silica oil is good; fabric after finishing are not only possess good suppleness, softness, slipness but also can be reworked which is a good aids material.
Description
Technical field
The present invention relates to a kind of amino-modified silicone oil emulsion, especially relate to a kind of preparation method of amino modified hydrophilic silicone oil.Belong to field of chemical technology.
Background technology
The amino-modified silicone oil emulsion is because of its distinctive softness, is widely used in the soft function arrangement of textiles, itself and the crosslinked film forming of fabric, but this film water dissolubility is poor, so when fabric need rearrange, silicon oil membrane was difficult for removing, the performance of returning something for repairs is bad.The CGF hydrophilic silicone oil of supplying on the market, production technique is simple, and good water solubility is hydrophilic level and smooth, can return something for repairs, but its not water-fast washing, no softness.
Summary of the invention
The objective of the invention is to overcome above-mentioned deficiency, provide a kind of hydrophilic, simultaneously can give the preparation method of the amino modified hydrophilic silicone oil of fabric sofetening performance again.
The object of the present invention is achieved like this: a kind of preparation method of amino modified hydrophilic silicone oil, it is characterized in that: adopt silicon oil of low hydrogen content and polyethers under chain-transfer agent, catalyst action, to react, introducing contains amino coupling agent again, prepares amino modified hydrophilic silicon oil.
Silicon oil of low hydrogen content of the present invention is to be that the reactive hydrogen massfraction of 1.5% high containing hydrogen silicone oil preparation is 0.1% containing hydrogen silicone oil by the reactive hydrogen massfraction.
The preparation method of of the present invention 0.1% silicon oil of low hydrogen content is: with D
4, MDM closure agent, the vitriol oil add in the reactor successively, be warming up to 40 ℃ ± 5 ℃, adding reactive hydrogen massfraction is 1.5% high containing hydrogen silicone oil, 42-45 ℃ of following insulation reaction 4 hours ± 0.5 hour, add yellow soda ash, stirred 2 hours ± 0.5 hour, static 8 hours ± 0.5 hour 0.1% silicon oil of low hydrogen content.
The preparation method of amino modified hydrophilic silicone oil of the present invention, its concrete technology is: the silicon oil of low hydrogen content with 0.1%, polyethers and Virahol drop in the reactor, be warming up to 90 ℃ ± 5 ℃, stirred 3 hours ± 0.5 hour, after being added dropwise to 2% isopropyl alcohol solution of chloroplatinic acid, stirred 3 hours ± 0.5 hour, be added dropwise to 2% isopropyl alcohol solution of chloroplatinic acid again, restir 3 hours ± 0.5 hour, be cooled to 70 ℃ ± 5 ℃, add and contain amino coupling agent, stirred 3 hours ± 0.5 hour, get the modified silicon oil product after vacuumizing.
Polyethers of the present invention is the mixed ether by F-6 and glycidyl allyl ether, and wherein F-6 accounts for the 0.8-1.2 massfraction of silicon oil of low hydrogen content, and glycidyl allyl ether accounts for the 0.05-0.08 massfraction of silicon oil of low hydrogen content.
Chain-transfer agent of the present invention is a Virahol, and chain-transfer agent accounts for 0.5 massfraction of silicon oil of low hydrogen content; Catalyzer is 2% isopropyl alcohol solution of chloroplatinic acid.
The amino coupling agent that contains of the present invention is a γ-An Bingjisanyiyangjiguiwan, N-(β-aminoethyl)-γ-aminopropyl methyl dimethoxysilane, N-cyclohexyl-γ-aminopropyl methyl dimethoxysilane, γ-diethylenetriamine propyl group methyl dimethoxysilane, N-(β-aminoethyl)-γ-An Bingjisanjiayangjiguiwan, or any mixture of the two in them.
The fabric that the amino modified hydrophilic silicone oil of the present invention's preparation is put in order out has the surface tension at the bottom of the utmost point, spends greater than 150 with the contact angle of water.Therefore show superior feel.Existing good flexibility, fluffiness, smooth property can be returned something for repairs again.It is the multi-functional promoter material of a class.
Embodiment
Step 1, with 39kgD
4, 3kgMDM closure agent, the 1.4kg vitriol oil add in the reactor successively, is warming up to 40 ℃, adds the reactive hydrogen massfraction and be 1.5% high containing hydrogen silicone oil 3.5kg, 4245 ℃ of following insulation reaction 4 hours, add 1.5kg yellow soda ash, stirred 2 hours, static 8 hours must 0.1% silicon oil of low hydrogen content.
Step 2, step 1 is got 0.1% silicon oil of low hydrogen content 38kg, 36kgF-6,2.3kg glycidyl allyl ether, the 19kg Virahol drops in the reactor, is warming up to 90 ℃, stirs 3 hours, after being added dropwise to 2% the isopropyl alcohol solution of chloroplatinic acid that contains 50g, stirred 3 hours, and be added dropwise to 2% the isopropyl alcohol solution of chloroplatinic acid that contains 50g again, restir 3 hours, be cooled to 70 ℃, add and contain amino coupling agent 4.1kg, stirred 3 hours, get the modified silicon oil product after vacuumizing.
Containing amino coupling agent in the step 2 is γ-An Bingjisanyiyangjiguiwan, N-(β-aminoethyl)-γ-aminopropyl methyl dimethoxysilane, N-cyclohexyl-γ-aminopropyl methyl dimethoxysilane, γ-diethylenetriamine propyl group methyl dimethoxysilane or N-(β-aminoethyl)-γ-An Bingjisanjiayangjiguiwan, or any mixture of the two in them.
Embodiment 2: polyethers adopts 38.3kg F-6 separately in the step 2, and all the other are with example 1.
Embodiment 3: polyethers adopts the 38.3kg glycidyl allyl ether separately in the step 2, and all the other are with example 1.
Claims (8)
1, a kind of preparation method of amino modified hydrophilic silicone oil is characterized in that: adopt silicon oil of low hydrogen content and polyethers to react under chain-transfer agent, catalyst action, introducing contains amino coupling agent again, prepares amino modified hydrophilic silicon oil.
2, the preparation method of a kind of amino modified hydrophilic silicone oil according to claim 1 is characterized in that: described silicon oil of low hydrogen content is to be that the reactive hydrogen massfraction of 1.5% high containing hydrogen silicone oil preparation is 0.1% containing hydrogen silicone oil by the reactive hydrogen massfraction.
3, the preparation method of a kind of amino modified hydrophilic silicone oil according to claim 2 is characterized in that: the preparation method of described 0.1% silicon oil of low hydrogen content is: with D
4, MDM closure agent, the vitriol oil add in the reactor successively, be warming up to 40 ℃ ± 5 ℃, adding reactive hydrogen massfraction is 1.5% high containing hydrogen silicone oil, 42-45 ℃ of following insulation reaction 4 hours ± 0.5 hour, add yellow soda ash, stirred 2 hours ± 0.5 hour, static 8 hours ± 0.5 hour 0.1% silicon oil of low hydrogen content.
4, the preparation method of a kind of amino modified hydrophilic silicone oil according to claim 3, it is characterized in that: the silicon oil of low hydrogen content with 0.1%, polyethers and Virahol drop in the reactor, be warming up to 90 ℃ ± 5 ℃, stirred 3 hours ± 0.5 hour, after being added dropwise to 2% isopropyl alcohol solution of chloroplatinic acid, stirred 3 hours ± 0.5 hour, be added dropwise to 2% isopropyl alcohol solution of chloroplatinic acid again, restir 3 hours ± 0.5 hour, be cooled to 70 ℃ ± 5 ℃, add and contain amino coupling agent, stirred 3 hours ± 0.5 hour, get the modified silicon oil product after vacuumizing.
5, the preparation method of a kind of amino modified hydrophilic silicone oil according to claim 4, it is characterized in that: described polyethers is the mixed ether by F-6 and glycidyl allyl ether, wherein F-6 accounts for the 0.8-1.2 massfraction of silicon oil of low hydrogen content, and glycidyl allyl ether accounts for the 0.05-0.08 massfraction of silicon oil of low hydrogen content.
6, according to the preparation method of one of them described a kind of amino modified hydrophilic silicone oil of claim 1～5, it is characterized in that: described chain-transfer agent is a Virahol, and chain-transfer agent accounts for 0.5 massfraction of silicon oil of low hydrogen content; Catalyzer is 2% isopropyl alcohol solution of chloroplatinic acid.
7, according to the preparation method of one of them described a kind of amino modified hydrophilic silicone oil of claim 1～5, it is characterized in that: the described amino coupling agent that contains is a γ-An Bingjisanyiyangjiguiwan, N-(β-aminoethyl)-γ-aminopropyl methyl dimethoxysilane, N-cyclohexyl-γ-aminopropyl methyl dimethoxysilane, γ-diethylenetriamine propyl group methyl dimethoxysilane, N-(β-aminoethyl)-γ-An Bingjisanjiayangjiguiwan, or any mixture of the two in them.
8, the preparation method of a kind of amino modified hydrophilic silicone oil according to claim 6, it is characterized in that: the described amino coupling agent that contains is a γ-An Bingjisanyiyangjiguiwan, N-(β-aminoethyl)-γ-aminopropyl methyl dimethoxysilane, N-cyclohexyl-γ-aminopropyl methyl dimethoxysilane, γ-diethylenetriamine propyl group methyl dimethoxysilane, N-(β-aminoethyl)-γ-An Bingjisanjiayangjiguiwan, or any mixture of the two in them.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2006100960336A CN100547015C (en) | 2006-09-14 | 2006-09-14 | The preparation method of amino modified hydrophilic silicone oil |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2006100960336A CN100547015C (en) | 2006-09-14 | 2006-09-14 | The preparation method of amino modified hydrophilic silicone oil |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1919896A true CN1919896A (en) | 2007-02-28 |
| CN100547015C CN100547015C (en) | 2009-10-07 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2006100960336A Expired - Fee Related CN100547015C (en) | 2006-09-14 | 2006-09-14 | The preparation method of amino modified hydrophilic silicone oil |
Country Status (1)
| Country | Link |
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| CN (1) | CN100547015C (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101497697B (en) * | 2008-07-11 | 2011-05-18 | 浙江传化股份有限公司 | Preparation of block water-soluble silicon oil |
| CN101434615B (en) * | 2008-12-15 | 2012-09-05 | 蓝星化工新材料股份有限公司江西星火有机硅厂 | Polyether modified silicon oil with ultra-low surface tension and synthesis process thereof |
| CN103031714A (en) * | 2012-12-30 | 2013-04-10 | 浙江喜得宝丝绸科技有限公司 | Silk afterfinishing compound softening agent and preparation method |
| CN103193984A (en) * | 2012-01-04 | 2013-07-10 | 安徽科光新材料有限公司 | Hydrophilic aminosilicon oil, and preparation method and uses thereof |
| CN103665380A (en) * | 2013-12-27 | 2014-03-26 | 蓝星化工新材料股份有限公司江西星火有机硅厂 | Preparation method for low hydrogen-containing silicon oil |
| CN106319975A (en) * | 2016-09-22 | 2017-01-11 | 清远市宏图助剂有限公司 | Hydrophilic ice-cold skin touch finishing agent for cotton fabric and preparation method of hydrophilic ice-cold skin touch finishing agent |
| CN109627774A (en) * | 2018-11-22 | 2019-04-16 | 南通恒光大聚氨酯材料有限公司 | A kind of high rebound containing hydrogen silicone oil and preparation method thereof |
| CN114133573A (en) * | 2021-10-27 | 2022-03-04 | 浙江汉邦新材料股份有限公司 | Environment-friendly odorless hydrophilic organic silicon softening agent for wool tops and preparation method thereof |
| CN115652641A (en) * | 2022-10-13 | 2023-01-31 | 英德市东鸿化工科技有限公司 | Preparation method and application of raising agent |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2648821A1 (en) * | 1989-06-22 | 1990-12-28 | Rhone Poulenc Chimie | |
| DE19739991A1 (en) * | 1997-09-11 | 1999-03-18 | Wacker Chemie Gmbh | Aminosiloxane polyether polymers |
| CN1631892A (en) * | 2003-12-22 | 2005-06-29 | 张家港市国泰华荣化工新材料有限公司 | Process for synthesizing hydrophilic amino silicone oil |
-
2006
- 2006-09-14 CN CNB2006100960336A patent/CN100547015C/en not_active Expired - Fee Related
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101497697B (en) * | 2008-07-11 | 2011-05-18 | 浙江传化股份有限公司 | Preparation of block water-soluble silicon oil |
| CN101434615B (en) * | 2008-12-15 | 2012-09-05 | 蓝星化工新材料股份有限公司江西星火有机硅厂 | Polyether modified silicon oil with ultra-low surface tension and synthesis process thereof |
| CN103193984A (en) * | 2012-01-04 | 2013-07-10 | 安徽科光新材料有限公司 | Hydrophilic aminosilicon oil, and preparation method and uses thereof |
| CN103031714A (en) * | 2012-12-30 | 2013-04-10 | 浙江喜得宝丝绸科技有限公司 | Silk afterfinishing compound softening agent and preparation method |
| CN103665380A (en) * | 2013-12-27 | 2014-03-26 | 蓝星化工新材料股份有限公司江西星火有机硅厂 | Preparation method for low hydrogen-containing silicon oil |
| CN106319975A (en) * | 2016-09-22 | 2017-01-11 | 清远市宏图助剂有限公司 | Hydrophilic ice-cold skin touch finishing agent for cotton fabric and preparation method of hydrophilic ice-cold skin touch finishing agent |
| CN109627774A (en) * | 2018-11-22 | 2019-04-16 | 南通恒光大聚氨酯材料有限公司 | A kind of high rebound containing hydrogen silicone oil and preparation method thereof |
| CN114133573A (en) * | 2021-10-27 | 2022-03-04 | 浙江汉邦新材料股份有限公司 | Environment-friendly odorless hydrophilic organic silicon softening agent for wool tops and preparation method thereof |
| CN115652641A (en) * | 2022-10-13 | 2023-01-31 | 英德市东鸿化工科技有限公司 | Preparation method and application of raising agent |
Also Published As
| Publication number | Publication date |
|---|---|
| CN100547015C (en) | 2009-10-07 |
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Effective date of registration: 20151209 Address after: 214421 Jiangsu city of Jiangyin province Zhenlong Hua Industrial Zone sand sand road No. 8 Patentee after: Jiangyin city's biological new Mstar Technology Ltd Address before: 214421 Jiangsu city in Jiangyin Province town of Hua Industrial Zone Patentee before: Jiangyin Ruco Technology Co., Ltd. |
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