CN109456485A - Preparation method of modified amino silicon oil and products thereof and application - Google Patents
Preparation method of modified amino silicon oil and products thereof and application Download PDFInfo
- Publication number
- CN109456485A CN109456485A CN201811570806.9A CN201811570806A CN109456485A CN 109456485 A CN109456485 A CN 109456485A CN 201811570806 A CN201811570806 A CN 201811570806A CN 109456485 A CN109456485 A CN 109456485A
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- Prior art keywords
- silicon oil
- added
- modified amino
- modified
- amino silicon
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- 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
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/26—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing groups
-
- 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
- C08G77/06—Preparatory processes
-
- 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
- C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
- C08G77/388—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon containing nitrogen
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
- D06P1/5264—Macromolecular compounds obtained otherwise than by reactions involving only unsaturated carbon-to-carbon bonds
- D06P1/5292—Macromolecular compounds obtained otherwise than by reactions involving only unsaturated carbon-to-carbon bonds containing Si-atoms
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
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- 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)
- General Chemical & Material Sciences (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Silicon Polymers (AREA)
Abstract
The present invention provides preparation method of a kind of modified amino silicon oil and products thereof and application, it is that main monomer is reacted with octamethylcy-clotetrasiloxane (D4), double ammonia type silane coupling agents are added, synthesizing amino silicone oil, it is modified with dimethylaminoethyl methacrylate, add water emulsification, obtains modified amino silicon oil.Suitable deep-dyeing agent can be made in this method, can reduce the injected volume of the dyestuff among polyester textile dyeing course under the premise of dye level for keeping dyeing and printing products.
Description
Technical field
The invention belongs to deep dyeing promoter preparation technical fields, and in particular to a kind of preparation method of modified amino silicon oil and
Its product and application.
Background technique
It weaves a big pillar as China's industry, the every field such as is widely used in from production and living to military affairs.
The features such as due to the high pollution of textile industry, highly energy-consuming, the high prices of raw materials, the profit of textile enterprise is not very high.And due to
The a series of measures such as the energy-saving, emission-reducing, environment friendly that government proposes in the recent period so that script profit just on more meagre textile enterprise's snow plus
Frost pays increasingly see again not only due to meet a series of measures such as emission reduction environmental protection and have to buy many enviromental protection instruments
The long prices of raw materials and labour cost, many textile enterprise go bankrupt one after another leave from office.In order to solve this problem, many enterprises are also done
Many effort are gone out.Domestic effective deep-dyeing agent product is fewer and fewer, and the overseas-funded enterprise of some large sizes successfully has developed
Many more preferable deep-dyeing agent products, but it is but and not fully up to expectations to increase deep effect.Therefore, exploitation disperse dyes are to have very much with deep-dyeing agent
It is necessary.
Organic siliconresin in dyeing and finishing auxiliaries field using relatively broad, and there is relatively low refractive index, can be
The deep effect of good increasing is played in textile industry.Therefore, this experiment is using organosilicon as raw material, to prepare the increasing with superperformance
Deep agent product, to produce the polyester fiber product for possessing good dye level.
Summary of the invention
In view of the deficiencies of the prior art, it is an object of that present invention to provide a kind of preparation methods of modified amino silicon oil.
Another object of the present invention is: providing a kind of modified amino silicon oil product of above method preparation.
Another object of the present invention is to: a kind of application of the said goods is provided.
The object of the invention is realized by following proposal: a kind of preparation method of modified amino silicon oil, with four silicon of prestox ring
Oxygen alkane (D4) is that main monomer is reacted, and double ammonia type silane coupling agents, synthesizing amino silicone oil, with methacrylic acid two is added
Methylamino ethyl ester is modified, and adds water emulsification, is included the following steps:
(1) in flask, 10 ~ 40g monomer octamethylcy-clotetrasiloxane (D4) and silane coupling agent N- (2- aminoethyl) -3- is added
Aminopropyltriethoxy dimethoxysilane (KH-602) makes mass ratio 100:1 ~ 200:1 of D4 and KH-602, and 50 ~ 100ml is added
Isopropanol makees solution, and stirs 300 ~ 500r/min, 30 ~ 90min of homogeneous in 45 ~ 60 °C of water-bath high speeds, it is added 0.2 ~
0.6g potassium hydroxide is warming up to 60 ~ 90 DEG C, isothermal reaction 2 ~ 5 hours, adds 0.1 ~ 0.3g potassium hydroxide, isothermal reaction 1 ~ 3
Hour, 0.02 ~ 0.05g hexamethyl silicon dioxde reaction is added later 1 ~ 3 hour, vacuum distillation separates amido silicon oil, will
Ph is adjusted to 7.5 ~ 8.5；
(2) amido silicon oil is dissolved in 50 ~ 100ml isopropanol, addition 10 ~ 20g dimethylaminoethyl methacrylate, and
10 ~ 30h of high-speed stirred under room temperature, vacuum distillation are cooled to room temperature, the amido silicon oil that must be modified；
(3) amido silicon oil being modified is put in dropwise addition acetic acid tune ph to 5 ~ 6 in three-necked flask, is added dropwise in 50 ~ 80 °C of water-baths
20 ~ 50ml deionized water obtains modified amino silicon oil as cation type organic silicon deep-dyeing agent lotion.
On the basis of above scheme, in step (2), stirring rate is 200 ~ 500r/min.
The present invention also provides a kind of modified amino silicon oils, are prepared according to method described above.
Also, the present invention also provides a kind of application of modified amino silicon oil in polyester textile dyeing as deep-dyeing agent.
Suitable deep-dyeing agent can be made in this method, can reduce under the premise of dye level for keeping dyeing and printing products
The injected volume of dyestuff among polyester textile dyeing course.
Specific embodiment
The present invention is described in detail by following specific example, but protection scope of the present invention is not only restricted to these realities
Apply example.
Embodiment 1:
A kind of preparation method of modified amino silicon oil is that main monomer is reacted with octamethylcy-clotetrasiloxane (D4), adds
Enter double ammonia type silane coupling agents, synthesizing amino silicone oil is modified with dimethylaminoethyl methacrylate, adds water emulsification, pressed
Following steps:
In flask, 10g monomer octamethylcy-clotetrasiloxane D4 and 0.1g silane coupling agent N- (2- aminoethyl) -3- ammonia is added
Hydroxypropyl methyl dimethoxysilane KH-602 is added 50ml isopropanol and makees solution, and stirs in 45 °C of water-bath high speeds
300r/min, homogeneous 30min；0.2g potassium hydroxide is added, is warming up to 60 DEG C, isothermal reaction 2 hours, adds 0.1g hydrogen-oxygen
Change potassium, isothermal reaction 1 hour；0.02g hexamethyl silicon dioxde reaction is added later 1 hour.It is evaporated under reduced pressure amido silicon oil
Separation, is adjusted to 7.5 for ph.
Amido silicon oil is dissolved in 50ml isopropanol, 10g dimethylaminoethyl methacrylate is added.And in room temperature
Lower high-speed stirred 200r/min reacts 10h.Vacuum distillation is cooled to room temperature.
The amido silicon oil being modified is put in dropwise addition acetic acid tune ph to 5 in three-necked flask, 20ml is added dropwise in 50 °C of water-baths
Deionized water obtains modified amino silicon oil, can be used as cation type organic silicon deep-dyeing agent lotion, increases deep effect chromatic value
It see the table below shown in 1, illustrate that modified amino silicon oil of the present invention increases deep work well.
Embodiment 2:
A kind of preparation method of modified amino silicon oil, it is approximate with embodiment 1, as follows:
In flask, 20g monomer octamethylcy-clotetrasiloxane D4 and 0.15g silane coupling agent N- (2- aminoethyl) -3- is added
Aminopropyltriethoxy dimethoxysilane KH-602 is added 75ml isopropanol and makees solution, and stirs in 50 °C of water-bath high speeds
400r/min, homogeneous 60min.0.4g potassium hydroxide is added, is warming up to 70 DEG C, isothermal reaction 3 hours, adds 0.2g hydrogen-oxygen
Change potassium, isothermal reaction 2 hours.0.03g hexamethyl silicon dioxde reaction is added later 2 hours.It is evaporated under reduced pressure amido silicon oil
Separation, is adjusted to 8 for ph.
Amido silicon oil is dissolved in 75ml isopropanol, 15g dimethylaminoethyl methacrylate is added.And in room temperature
Lower high-speed stirred 300r/min reacts 20h.Vacuum distillation is cooled to room temperature.
The amido silicon oil being modified is put in dropwise addition acetic acid tune ph to 5.5 in three-necked flask, is added dropwise in 60 °C of water-baths
30ml deionized water obtains cation type organic silicon deep-dyeing agent lotion.
Embodiment 3:
A kind of preparation method of modified amino silicon oil, it is approximate with embodiment 1, as follows:
In flask, 30g monomer octamethylcy-clotetrasiloxane D4 and 0.2g silane coupling agent N- (2- aminoethyl) -3- ammonia is added
Hydroxypropyl methyl dimethoxysilane KH-602 is added 100ml isopropanol and makees solution, and stirs in 60 °C of water-bath high speeds
500r/min, homogeneous 90min.0.6g potassium hydroxide is added, is warming up to 80 DEG C, isothermal reaction 4 hours, adds 0.3g hydrogen-oxygen
Change potassium, isothermal reaction 3 hours.0.04g hexamethyl silicon dioxde reaction is added later 3 hours.It is evaporated under reduced pressure amido silicon oil
Separation, is adjusted to 8.5 for ph.
Amido silicon oil is dissolved in 100ml isopropanol, 20g dimethylaminoethyl methacrylate is added.And in room temperature
Lower high-speed stirred 400r/min reacts 30h.Vacuum distillation is cooled to room temperature.
The amido silicon oil being modified is put in dropwise addition acetic acid tune ph to 6 in three-necked flask, 40ml is added dropwise in 70 °C of water-baths
Deionized water obtains cation type organic silicon deep-dyeing agent lotion.
Table 1 is that the modified amino silicon oil that the embodiment of the present invention 1 synthesizes increases deep effect chromatic value
。
Claims (4)
1. a kind of preparation method of modified amino silicon oil, it is characterised in that with octamethylcy-clotetrasiloxane (D4) for main monomer
It being reacted, double ammonia type silane coupling agents is added, synthesizing amino silicone oil is modified with dimethylaminoethyl methacrylate,
Add water emulsification, includes the following steps:
(1) in flask, 10 ~ 40g monomer octamethylcy-clotetrasiloxane (D4) and silane coupling agent N- (2- aminoethyl) -3- is added
Aminopropyltriethoxy dimethoxysilane (KH-602) makes mass ratio 100:1 ~ 200:1 of D4 and KH-602, and 50 ~ 100ml is added
Isopropanol makees solution, and stirs 300 ~ 500r/min, 30 ~ 90min of homogeneous in 45 ~ 60 °C of water-bath high speeds, it is added 0.2 ~
0.6g potassium hydroxide is warming up to 60 ~ 90 DEG C, isothermal reaction 2 ~ 5 hours, adds 0.1 ~ 0.3g potassium hydroxide, isothermal reaction 1 ~ 3
Hour, 0.02 ~ 0.05g hexamethyl silicon dioxde reaction is added later 1 ~ 3 hour, vacuum distillation separates amido silicon oil, will
Ph is adjusted to 7.5 ~ 8.5；
(2) amido silicon oil is dissolved in 50 ~ 100ml isopropanol, addition 10 ~ 20g dimethylaminoethyl methacrylate, and
10 ~ 30h of high-speed stirred under room temperature, vacuum distillation are cooled to room temperature, the amido silicon oil that must be modified；
(3) amido silicon oil being modified is put in dropwise addition acetic acid tune ph to 5 ~ 6 in three-necked flask, is added dropwise in 50 ~ 80 °C of water-baths
20 ~ 50ml deionized water, obtained modified amino silicon oil is as cation type organic silicon deep-dyeing agent lotion.
2. the preparation method of modified amino silicon oil according to claim 1, it is characterised in that: in step (2), stirring rate is
200~500r/min。
3. a kind of modified amino silicon oil, it is characterised in that method according to claim 1 or claim 2 is prepared.
4. a kind of application of modified amino silicon oil according to claim 3 in polyester textile dyeing as deep-dyeing agent.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811570806.9A CN109456485A (en) | 2018-12-21 | 2018-12-21 | Preparation method of modified amino silicon oil and products thereof and application |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811570806.9A CN109456485A (en) | 2018-12-21 | 2018-12-21 | Preparation method of modified amino silicon oil and products thereof and application |
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| Publication Number | Publication Date |
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| CN109456485A true CN109456485A (en) | 2019-03-12 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201811570806.9A Pending CN109456485A (en) | 2018-12-21 | 2018-12-21 | Preparation method of modified amino silicon oil and products thereof and application |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115821610A (en) * | 2022-12-28 | 2023-03-21 | 上海拓纳化学新材料有限公司 | Deepening agent for washable cotton, preparation method and application thereof |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101446039A (en) * | 2008-12-26 | 2009-06-03 | 东莞市嘉宏纺织助剂有限公司 | Fiber deep dyeing promoter |
| CN102002162A (en) * | 2010-08-10 | 2011-04-06 | 佛山市顺德区德美瓦克有机硅有限公司 | Cation amino silicone oil micro-emulsion and preparation method thereof |
| CN103882720A (en) * | 2014-03-20 | 2014-06-25 | 佛山市顺德区德美瓦克有机硅有限公司 | Water-based organic silicon supramolecular finishing agent and textile applying same |
| CN105622944A (en) * | 2016-03-30 | 2016-06-01 | 科凯精细化工（上海）有限公司 | Quaternized organic silicone oil and preparation method thereof |
| CN105622865A (en) * | 2016-03-30 | 2016-06-01 | 科凯精细化工（上海）有限公司 | Quaternized fluorine-containing organic silicone oil and preparation method thereof |
| CN105837823A (en) * | 2016-03-30 | 2016-08-10 | 科凯精细化工（上海）有限公司 | Organosilicon emulsion and preparation method thereof, and fabric finishing agent |
-
2018
- 2018-12-21 CN CN201811570806.9A patent/CN109456485A/en active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101446039A (en) * | 2008-12-26 | 2009-06-03 | 东莞市嘉宏纺织助剂有限公司 | Fiber deep dyeing promoter |
| CN102002162A (en) * | 2010-08-10 | 2011-04-06 | 佛山市顺德区德美瓦克有机硅有限公司 | Cation amino silicone oil micro-emulsion and preparation method thereof |
| CN103882720A (en) * | 2014-03-20 | 2014-06-25 | 佛山市顺德区德美瓦克有机硅有限公司 | Water-based organic silicon supramolecular finishing agent and textile applying same |
| CN105622944A (en) * | 2016-03-30 | 2016-06-01 | 科凯精细化工（上海）有限公司 | Quaternized organic silicone oil and preparation method thereof |
| CN105622865A (en) * | 2016-03-30 | 2016-06-01 | 科凯精细化工（上海）有限公司 | Quaternized fluorine-containing organic silicone oil and preparation method thereof |
| CN105837823A (en) * | 2016-03-30 | 2016-08-10 | 科凯精细化工（上海）有限公司 | Organosilicon emulsion and preparation method thereof, and fabric finishing agent |
Non-Patent Citations (1)
| Title |
|---|
| 于徊萍，等: "《粮油品质分析》", 31 March 2010, 吉林大学出版社 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115821610A (en) * | 2022-12-28 | 2023-03-21 | 上海拓纳化学新材料有限公司 | Deepening agent for washable cotton, preparation method and application thereof |
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Application publication date: 20190312 |