CN100516099C - Amido vinyl organosilicon acrylic ester copolymerization emulsion - Google Patents
Amido vinyl organosilicon acrylic ester copolymerization emulsion Download PDFInfo
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- CN100516099C CN100516099C CNB2007100447960A CN200710044796A CN100516099C CN 100516099 C CN100516099 C CN 100516099C CN B2007100447960 A CNB2007100447960 A CN B2007100447960A CN 200710044796 A CN200710044796 A CN 200710044796A CN 100516099 C CN100516099 C CN 100516099C
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- vinyl organosilicon
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Abstract
The invention discloses a copolymerization emulsion of aminovinyl organosilicon/acrylate as fabric flexible finishing agent, which comprises the following parts: 80-100wt% methyl methacrylate, 40-60wt% butyl acrylate, 1-10wt% acrylic acid, 1-10wt% acrylic hydroxycarbethoxy, 5-20wt% aminovinyl organosilicon intermediate, 3-9wt% emulsifier, 10-30wt% initiator solution and 110-200wt% deionized water, wherein the aminovinyl organosilicon intermediate is copolymerized with acrylate through vinyl on the organosilicon to bond the amino organosilicon and polyacrylate, which strengthens the effect of fabric binding for resin and disposing effect to make the disposed fabric display better hand feeling and flexibility with higher tearing strength.
Description
Technical field
The present invention relates to a kind of copolymer emulsion, relate to a kind of amido vinyl organosilicon acrylic ester copolymerization emulsion that can be used as fabric softener in particular.
Background technology
Emulsion (water-based amido organosilicon resin) can be to use one of maximum post-finishing agent at present at field of textiles as fabric softener.Its excellent performance is widely used in the aftertreatment of fabrics such as cotton, fiber crops, silk, hair, terylene, polyamide fibre and eyeball synthetic fibre, to obtain softness, smooth, plentiful feel.But there are three main problems in common amido organosilicon emulsion: (1) is relatively poor with the cohesiveness of fabric; (2) fabric hydrophilic is descended; (3) easy xanthochromia, this has limited its treatment effect to fabric.
Summary of the invention
Technical problem to be solved by this invention provides a kind of amido vinyl organosilicon intermediate and amido vinyl organosilicon acrylic ester copolymerization emulsion, and this emulsion has higher fabric cohesiveness and wetting ability.Its principle is by letex polymerization two keys in the acrylate and the vinyl addition reaction on the amido organosilicon intermediate to be generated copolymer emulsion, amido organosilicon is by this reaction simultaneously, chemical bonding connects cohesiveness, the good polyacrylic ester of wetting ability tool, and reaching increases and the cohesiveness of fabric and the wetting ability of processing back fabric.
The technical solution adopted in the present invention: a kind of amido vinyl organosilicon acrylic ester copolymerization emulsion, form (in parts by weight) by following component:
80～100 parts of methyl methacrylates
40～60 parts of butyl acrylates
1～10 part in vinylformic acid
1～10 part of Hydroxyethyl acrylate
3～9 parts of emulsifying agents
10～30 parts of initiator solutions
110～200 parts of deionized waters
5～20 parts in amido vinyl organosilicon intermediate
Wherein, described emulsifying agent is selected from one or more the mixture in sodium lauryl sulphate, sodium laurylsulfonate, Sodium dodecylbenzene sulfonate, fatty alcohol-polyoxyethylene ether, polyoxyethylene nonylphenol ether OP-10, polyoxyethylene nonylphenol ether OP-21, the alkyl phenol ether sulfo-succinic acid ester sodium salt, described initiator solution is selected from the aqueous solution of Potassium Persulphate, the aqueous solution of Sodium Persulfate or the mixture aqueous solution of the two, and described amido vinyl organosilicon intermediate is formed (in parts by weight) by following component:
180～220 parts of octamethylcyclotetrasiloxanes
20～40 parts of tetramethyl-tetrem thiazolinyl cyclotetrasiloxanes
1～5 part of N-(β-aminoethyl) imido propyl group methyl dimethoxysilane
2～4 parts of Tetramethylammonium hydroxide silicon alkoxides
The preparation method of described amido vinyl organosilicon acrylic ester copolymerization emulsion comprises the following steps:
A. N-(β-aminoethyl) the imido propyl group methyl dimethoxysilane of the tetramethyl-tetrem thiazolinyl cyclotetrasiloxane of the octamethylcyclotetrasiloxane of 180～220 parts by weight, 20～40 parts by weight and 1～5 parts by weight is stirred dehydration 0.5～1 hour under 40～45 ℃, vacuum tightness 600～700mmHg, normal pressure adds the Tetramethylammonium hydroxide silicon alkoxide of 2～4 parts by weight down, reacted 3～4 hours down at 95～100 ℃, be warming up to 150 ℃ of constant temperature then 20～30 minutes, last vacuum is taken off and is lowly boiled, cooling, discharging, obtains described amido vinyl organosilicon intermediate;
B. with the methyl methacrylate of 80～100 parts by weight, the butyl acrylate of 40～60 parts by weight, the amido vinyl organosilicon intermediate uniform mixing by step a preparation of the Hydroxyethyl acrylate of the vinylformic acid of 1～10 parts by weight and 1～10 parts by weight and 5～20 parts by weight, the called after mix monomer, with emulsifiers dissolve in deionized water, the mix monomer that under ℃ temperature of room temperature～40, in emulsifier aqueous solution, adds total amount 1/5 then, stir and be warming up to 60～70 ℃ after 20～30 minutes, the initiator solution that adds total amount 1/4 then, constant temperature to 75～85 ℃ also kept 0.5～1 hour, the mix monomer of residue total amount 4/5 and the initiator of total amount 1/2 were joined in the reaction system in 5～6 hours, be warming up to 85 ℃, add remaining initiator solution at last, be incubated 0.5～1 hour, obtain described amido vinyl organosilicon acrylic ester copolymerization emulsion.
Beneficial effect of the present invention: the prepared amido vinyl organosilicon intermediate of the present invention carries out addition copolymerization by vinyl on the organosilicon and acrylate, make organosilicon and polyacrylic ester chemical bonding, strengthened bonding and the treatment effect of resin for fabric, make the fabric after the processing have feel and pliability preferably, have higher tearing brute force.
Description of drawings
Fig. 1 is the infrared spectrogram of amido vinyl organosilicon intermediate.
Embodiment
Further specify the present invention below in conjunction with specific embodiment and how to realize that a kind of amido vinyl organosilicon acrylic ester copolymerization emulsion is formed (in parts by weight) by following component:
80～100 parts of methyl methacrylates
40～60 parts of butyl acrylates
1～10 part in vinylformic acid
1～10 part of Hydroxyethyl acrylate
3～9 parts of emulsifying agents
10～30 parts of initiator solutions
110～200 parts of deionized waters
5～20 parts in amido vinyl organosilicon intermediate
Wherein, described emulsifying agent is selected from one or more the mixture in sodium lauryl sulphate, sodium laurylsulfonate, Sodium dodecylbenzene sulfonate, fatty alcohol-polyoxyethylene ether, polyoxyethylene nonylphenol ether OP-10, polyoxyethylene nonylphenol ether OP-21, the alkyl phenol ether sulfo-succinic acid ester sodium salt, described initiator solution is selected from the aqueous solution of Potassium Persulphate, the aqueous solution of Sodium Persulfate or the mixture aqueous solution of the two, and described amido vinyl organosilicon intermediate is formed (in parts by weight) by following component:
180～220 parts of octamethylcyclotetrasiloxanes
20～40 parts of tetramethyl-tetrem thiazolinyl cyclotetrasiloxanes
1～5 part of N-(β-aminoethyl) imido propyl group methyl dimethoxysilane
2～4 parts of Tetramethylammonium hydroxide silicon alkoxides
The preparation method of described amido vinyl organosilicon acrylic ester copolymerization emulsion comprises the following steps:
A. N-(β-aminoethyl) the imido propyl group methyl dimethoxysilane of the tetramethyl-tetrem thiazolinyl cyclotetrasiloxane of the octamethylcyclotetrasiloxane of 180～220 parts by weight, 20～40 parts by weight and 1～5 parts by weight is stirred dehydration 0.5～1 hour under 40～45 ℃, vacuum tightness 600～700mmHg, normal pressure adds the Tetramethylammonium hydroxide silicon alkoxide of 2～4 parts by weight down, reacted 3～4 hours down at 95～100 ℃, be warming up to 150 ℃ of constant temperature then 20～30 minutes, last vacuum is taken off and is lowly boiled, cooling, discharging, obtains described amido vinyl organosilicon intermediate;
B. with the methyl methacrylate of 80～100 parts by weight, the butyl acrylate of 40～60 parts by weight, the amido vinyl organosilicon intermediate uniform mixing by step a preparation of the Hydroxyethyl acrylate of the vinylformic acid of 1～10 parts by weight and 1～10 parts by weight and 5～20 parts by weight, the called after mix monomer, with emulsifiers dissolve in deionized water, the mix monomer that under ℃ temperature of room temperature～40, in emulsifier aqueous solution, adds total amount 1/5 then, stir and be warming up to 60～70 ℃ after 20～30 minutes, the initiator solution that adds total amount 1/4 then, constant temperature to 75～85 ℃ also kept 0.5～1 hour, the mix monomer of residue total amount 4/5 and the initiator of total amount 1/2 were joined in the reaction system in 5～6 hours, be warming up to 85 ℃, add remaining initiator solution at last, be incubated 0.5～1 hour, obtain described amido vinyl organosilicon acrylic ester copolymerization emulsion.
194 parts octamethylcyclotetrasiloxanes, 25 parts of tetramethyl-tetrem thiazolinyl cyclotetrasiloxanes and 2.5 parts of N-(β-aminoethyl) imido propyl group methyl dimethoxysilane are stirred dehydration 1 hour under 40 ℃, vacuum tightness 680mmHg, normal pressure adds 2.2 parts of Tetramethylammonium hydroxide silicon alkoxides down, 100 ℃ were reacted 3.5 hours down, be warming up to 150 ℃ of constant temperature then 30 minutes, last vacuum is taken off and is lowly boiled, cooling, discharging, obtains described amido vinyl organosilicon intermediate.Amino modified as shown in Figure 1 vinyl organosilicon intermediate Infrared spectroscopy shows, at 2964.60cm
-1The place is CH
3Unsymmetrically stretching vibration absorption peak, 1263.06cm
-1The place is Si-CH
3Middle CH
3The symmetrical deformation vibration absorption peak, 814.39cm
-1The place is Si-(CH
3)
2Middle CH
3The symmetrical deformation vibration absorption peak, 1412.30cm
-1The place is R
1R
2C=CH
2In=CH
2The scissoring vibration absorption peak, 1091.56cm
-1Place and 1020.39cm
-1The stretching vibration peak of Si-O key among the formula Si-O-Si of place, two peak intensities are nearly equal.=CH
2With the peak, two places of Si-O all are the relevant absorption bands of vinyl polysiloxane macromolecular chain structure.1556.62cm
-1The place is the NH flexural vibration absorption peak of imines, illustrates that amino coupling agent is typed into the vinyl organosilicon intermediate.Proved the structure of amido vinyl organosilicon intermediate thus through Fig. 1 infrared detection.
Embodiment 2, the preparation two of amido vinyl organosilicon intermediate
210 parts octamethylcyclotetrasiloxanes, 30 parts of tetramethyl-tetrem thiazolinyl cyclotetrasiloxanes and 3.5 parts of N-(β-aminoethyl) imido propyl group methyl dimethoxysilane are stirred dehydration 0.9 hour under 42 ℃, vacuum tightness 650mmHg, normal pressure adds 2.5 parts of Tetramethylammonium hydroxide silicon alkoxides down, 95 ℃ were reacted 4 hours down, be warming up to 150 ℃ of constant temperature then 25 minutes, last vacuum is taken off and is lowly boiled, cooling, discharging, obtains described amido vinyl organosilicon intermediate.
Embodiment 3, the preparation one of amido vinyl organosilicon acrylic ester copolymerization emulsion
With 90 parts of methyl methacrylates, 48 parts of butyl acrylates, 3 parts of vinylformic acid, 3 parts of hydroxy acrylates and 6 parts of amido vinyl organosilicon intermediate uniform mixing that prepare by step a, its mixture called after mix monomer, with 5.5 parts of emulsifiers dissolves in 145 parts of deionized waters, the mix monomer that under 40 ℃ of temperature, in emulsifier aqueous solution, adds total amount 1/5 then, stir and be warming up to 70 ℃ after 30 minutes, 1/4 the initiator solution that adds 18 parts of total amounts then, constant temperature to 78 ℃ also kept 0.8 hour, the initiator of residue mix monomer of total amount 4/5 and total amount 1/2 was joined in 5.5 hours in the emulsifier aqueous solution in the reaction, be warming up to 85 ℃, add remaining initiator solution at last, be incubated 1 hour, obtain amido vinyl organosilicon acrylic ester copolymerization emulsion.Solid content in the emulsion is 50%.The prepared amido vinyl organosilicon intermediate of the present invention carries out addition copolymerization by vinyl on the organosilicon and acrylate, make organosilicon and polyacrylic ester chemical bonding, strengthened bonding and the treatment effect of resin for fabric, make the fabric after the processing have feel and pliability preferably, have higher tearing brute force.The feel grade of fabric is divided into 1-5, and the sample feel is 1, and arrangement back feel and original sample are relatively defined the level.The preceding feel of wool fabric processing is hard (feel is decided to be 1), and tearing brute force is 860N (pressing GB3923-82 measures); Wool fabric after emulsion of the present invention is handled, soft and flexible (feel is 5), tearing brute force is 1120N.
Embodiment 4, the preparation two of amido vinyl organosilicon acrylic ester copolymerization emulsion
With 84 parts of methyl methacrylates, 45 parts of butyl acrylates, 3 parts of vinylformic acid, 3 parts of hydroxy acrylates and 15 parts of amido vinyl organosilicon intermediate uniform mixing that prepare by step a, its mixture called after mix monomer, with 6 parts of emulsifiers dissolves in 150 parts of deionized waters, the mix monomer that under 35 ℃ of temperature, in emulsifier aqueous solution, adds total amount 1/5 then, stir and be warming up to 65 ℃ after 25 minutes, 1/4 the initiator solution that adds 16 parts of total amounts then, constant temperature to 77 ℃ also kept 1 hour, the initiator of residue mix monomer of total amount 4/5 and total amount 1/2 was joined in 6 hours in the emulsifier aqueous solution in the reaction, be warming up to 85 ℃, add remaining initiator solution at last, be incubated 0.8 hour, obtain amido vinyl organosilicon acrylic ester copolymerization emulsion.
Above said content only is the basic explanation of the present invention under conceiving, and according to any equivalent transformation that technical scheme of the present invention is done, all should belong to protection scope of the present invention.
Claims (1)
1. an amido vinyl organosilicon acrylic ester copolymerization emulsion is made up of following component, in parts by weight:
80～100 parts of methyl methacrylates
40～60 parts of butyl acrylates
1～10 part in vinylformic acid
1～10 part of Hydroxyethyl acrylate
3～9 parts of emulsifying agents
10～30 parts of initiator solutions
110～200 parts of deionized waters
5～20 parts in amido vinyl organosilicon intermediate
Wherein, described emulsifying agent is selected from one or more the mixture in sodium lauryl sulphate, sodium laurylsulfonate, Sodium dodecylbenzene sulfonate, fatty alcohol-polyoxyethylene ether, polyoxyethylene nonylphenol ether OP-10, polyoxyethylene nonylphenol ether OP-21, the alkyl phenol ether sulfo-succinic acid ester sodium salt, described initiator solution is selected from the aqueous solution of Potassium Persulphate, the aqueous solution of Sodium Persulfate or the mixture aqueous solution of the two, described amido vinyl organosilicon intermediate is made up of following component, in parts by weight:
180～220 parts of octamethylcyclotetrasiloxanes
20～40 parts of tetramethyl-tetrem thiazolinyl cyclotetrasiloxanes
1～5 part of N-(β-aminoethyl) imido propyl group methyl dimethoxysilane
2～4 parts of Tetramethylammonium hydroxide silicon alkoxides
The preparation method of described amido vinyl organosilicon acrylic ester copolymerization emulsion comprises the following steps:
A. N-(β-aminoethyl) the imido propyl group methyl dimethoxysilane of the tetramethyl-tetrem thiazolinyl cyclotetrasiloxane of the octamethylcyclotetrasiloxane of 180～220 parts by weight, 20～40 parts by weight and 1～5 parts by weight is stirred dehydration 0.5～1 hour under 40～45 ℃, vacuum tightness 600～700mmHg, normal pressure adds the Tetramethylammonium hydroxide silicon alkoxide of 2～4 parts by weight down, reacted 3～4 hours down at 95～100 ℃, be warming up to 150 ℃ of constant temperature then 20～30 minutes, last vacuum is taken off and is lowly boiled, cooling, discharging, obtains described amido vinyl organosilicon intermediate;
B. with the methyl methacrylate of 80～100 parts by weight, the butyl acrylate of 40～60 parts by weight, the amido vinyl organosilicon intermediate uniform mixing by step a preparation of the Hydroxyethyl acrylate of the vinylformic acid of 1～10 parts by weight and 1～10 parts by weight and 5～20 parts by weight, the called after mix monomer, with emulsifiers dissolve in deionized water, the mix monomer that under ℃ temperature of room temperature～40, in emulsifier aqueous solution, adds total amount 1/5 then, stir and be warming up to 60～70 ℃ after 20～30 minutes, the initiator solution that adds total amount 1/4 then, constant temperature to 75～85 ℃ also kept 0.5～1 hour, the mix monomer of residue total amount 4/5 and the initiator of total amount 1/2 were joined in the reaction system in 5～6 hours, be warming up to 85 ℃, add remaining initiator solution at last, be incubated 0.5～1 hour, obtain described amido vinyl organosilicon acrylic ester copolymerization emulsion.
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| EP2596050B1 (en) * | 2010-07-21 | 2018-11-14 | Dow Silicones Corporation | Emulsions of aminofunctional silicones |
| CN102432772B (en) * | 2011-09-19 | 2013-04-03 | 上海大学 | Synthesis method of quaternized organosilicon modified acrylate emulsion |
| CN102492281B (en) * | 2011-11-29 | 2013-06-19 | 上海应用技术学院 | Single-component water-based polyurethane/acrylate composite resin capable of being cured at room temperature and preparation method thereof |
| CN102634982B (en) * | 2012-04-20 | 2014-01-22 | 苏州工业园区优诺塑业有限公司 | Silver-carrying silicone-acrylate antibacterial finishing agent for textiles and method for preparing same |
| CN103242477A (en) * | 2012-10-29 | 2013-08-14 | 苏州大学 | Silk fabric darkening agent copolymer emulsion and preparation method thereof |
| CN103881030B (en) * | 2012-12-19 | 2016-05-18 | 张家港市国泰华荣化工新材料有限公司 | A kind of preparation method of fluorine-containing amino silicon oil emulsion |
| CN103333284B (en) * | 2013-07-17 | 2015-09-23 | 苏州大学 | A kind of organosilicon crylic acid latex and the application as fabric finishing agent thereof |
| CN110003482B (en) * | 2019-04-24 | 2021-04-30 | 常州大学 | Polyacrylate emulsion for plastic base material and preparation method thereof |
| CN112724334B (en) * | 2020-12-29 | 2023-03-24 | 铨盛聚碳科技股份有限公司 | Organic silicon acrylate impact modifier and preparation method thereof |
| CN114714713B (en) * | 2022-03-07 | 2022-12-30 | 江苏万拓新材料科技有限公司 | Weather-resistant PVC decorative film |
| CN115490907B (en) * | 2022-11-02 | 2023-07-28 | 揭阳市冠业塑料制品有限公司 | Preparation method of high Wen Fangyou dirt-resistant composite plastic |
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