CN1557850A - Process for preparing organosilicon modified acrylic ester elastic emulsion - Google Patents
Process for preparing organosilicon modified acrylic ester elastic emulsion Download PDFInfo
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- CN1557850A CN1557850A CNA2004100163325A CN200410016332A CN1557850A CN 1557850 A CN1557850 A CN 1557850A CN A2004100163325 A CNA2004100163325 A CN A2004100163325A CN 200410016332 A CN200410016332 A CN 200410016332A CN 1557850 A CN1557850 A CN 1557850A
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Abstract
Organosilicon is used in modifying acrylate polymer to raise the water resistance, adhesion, antifouling property, anticracking property, etc. of acrylate paint. The emulsion has the monomer components including organosilicon monomer 4-15 wt%, unsaturated olefine acid monomer 1-15 wt%, and acrylic acid monomer 80-95 wt%. The organosilicon modified acrylate polymer emulsion has not only the excellent characteristic of organic silicon resin, but also excellent stability, with the storage period being as long as one 0.5 year. The present invention is suitable for use as inner and outer wall decorating paint, and may be used also as building waterproof material, sealing glue, roof repairing material, etc.
Description
Technical field
The present invention relates to preparation method as the organosilicon-modified acrylate elastic emulsion of building coating.
Background technology
Domestic widely used ACRYLIC EMULSION exterior coating is usually because coating thickness is not enough and the low temperature brittleness of emulsion polymer at present; As time goes on; all occur the crackle of filming of filming honeycomb cracks or occurring differing in size in varying degrees, influenced the decoration defencive function of coating along with the cracking of body of wall sand-cement slurry.
The Si-O key has bigger bond energy in the silicone resin, and is stable to heat, light, be not subject to action of ultraviolet light and wear out, and its surface energy is lower.Therefore organosilicon-modified acrylate elastic emulsion dry film has low temperature elasticity, anti-ly after-tacks, advantages such as anti-contamination, water tolerance and resistance to cracking, can satisfy the requirement of high-performance coating.Blend is one of method for preparing organic silicone modified acrylate coating material.This method is that acrylic resin and silicone resin is directly mixed, reaches the purpose of modification.But the consistency of silicone resin and acrylic resin is poor, and this modified effect can not keep for a long time.
Summary of the invention
The object of the present invention is to provide a kind of preparation method of organosilicon-modified acrylate elastic emulsion.
The present invention is grafted on the acrylate macromole silicone resin by copolyreaction, thereby has improved both consistencies, makes the organosilicon modified crylic acid resin elastic coating of excellent performance.
The preparation method of organosilicon-modified acrylate elastic emulsion may further comprise the steps:
1) will be in the organosilane monomer that contains unsaturated double-bond 2～7% in the organosilane monomer of total monomer weight 4～15% weight, in the ethylenic unsaturated acid monomer of total monomer weight 1～5% and 80～95% olefinic acrylic monomer, and be emulsifying agent in the mixture of the nonionogenic tenside of the anion surfactant of total monomer weight 0.5～5% and 1～8%, with 0.1～1% sodium bicarbonate is buffer reagent, water-soluble persulphate with 0.2～1% is an initiator, and be medium with water, under 60～90 ℃ of conditions, carry out free-radical emulsion polymerization;
2) emulsion copolymers carries out graft reaction in the presence of 0.05～3% silicon alcohol condensation catalyst Yu in the hydroxyl polysiloxane in the organosilane monomer of total monomer weight 4～15% weight 2～8%;
3) reaction finishes the back with the basic solution neutralization, regulates pH value to 8～9, obtains after filtration.
Organosilane monomer among the present invention comprises organosilane monomer and the hydroxyl polysiloxane that contains unsaturated double-bond.The said organosilane monomer that contains unsaturated double-bond comprises at least a or its mixture in vinyltrimethoxy silane, vinyltriethoxysilane, propenyl Trimethoxy silane, the gamma-methyl allyl acyloxypropyl trimethoxysilane.Said hydroxyl polysiloxane can be the product directly bought as 203 silicone oil, also can be according to the described method preparation of Chinese patent CN1217360A.
Among the present invention, said ethylenic unsaturated acid monomer comprises vinylformic acid, methacrylic acid, Ba Dousuan, methylene-succinic acid, fumaric acid, toxilic acid, and at least a or its mixture of maleic anhydride.In case of necessity, the present invention can also add allyl methacrylate(AMA), Phthalic acid, diallyl ester, dimethacrylate 1, the 4-butanediol ester, dimethacrylate 1 ester, diacrylate 1,6-hexylene glycol ester or Vinylstyrene, the elongation of filming with suitable raising.
Among the present invention, said olefinic acrylic monomer comprises methyl acrylate, ethyl propenoate, butyl acrylate, Isooctyl acrylate monomer, decyl acrylate, lauryl acrylate, vinyl cyanide, acrylamide, methyl methacrylate, butyl methacrylate, isodecyl methacrylate, lauryl methacrylate(LMA), hydroxyethyl methylacrylate, Rocryl 410, dimethylaminoethyl acrylate methyl ammonia ethyl ester, glycidyl methacrylate, and other can introduce the unsaturated monomer of polymkeric substance, and it comprises: vinylbenzene, alpha-methyl styrene, Vinylstyrene, vinyl acetate and other vinyl ester.Precondition is that the component of described polymkeric substance must mainly be an acrylic monomer.
Among the present invention, anion surfactant is selected from sodium lauryl sulphate or Sodium dodecylbenzene sulfonate.Nonionogenic tenside is selected from polyoxyethylene phenolic ether in the ninth of the ten Heavenly Stems, Voranol EP 2001, polyoxyethylene sorbitol acid anhydride oleic acid ester or polyoxyethylene sorbitol acid anhydride stearate.
Said initiator comprises ammonium persulphate, Potassium Persulphate or persulfuric acid an alkali metal salt for water-soluble persulphate commonly used.Silicon alcohol condensation catalyst is selected from dibutyl tin dilaurate, dibutyl tin acetate or tetrabutyl titanate.The basic solution of neutralization usefulness can adopt ammoniacal liquor.
The unsaturated double-bond organosilane monomer that contains of the present invention mainly plays grafting agent, it can be introduced the hydroxyl polysiloxane in the acrylate macromole effectively, therefore the organosilicon-modified acrylate elastic emulsion of preparation not only has the good characteristic of silicone resin, and having satisfactory stability, can reach more than half a year storage period.Be applicable to decorating inner and external walls coating, also can be used for architectural waterproof material, the fields such as mending-leakage of seal gum and roofing.
Embodiment
The invention will be further elaborated below by embodiment.
Embodiment 1
In the four-hole boiling flask that has prolong, Dropping feeder, agitator, thermometer, add deionized water 220 grams, sodium lauryl sulphate 0.8 gram, alkylphenol-polyethenoxy (21) ether 6.0 grams, octyl phenol polyoxy ethene (10) ether maleic acid ester sodium 6.0 grams, sodium bicarbonate 0.65 gram.Fully be warming up to 75～80 ℃ after the dissolving, add ammonium persulphate 0.8 gram (being dissolved in the 30 gram deionized waters).Begin to drip by gamma-methyl allyl acyloxypropyl trimethoxysilane 10 grams methyl methacrylate 80 grams, butyl acrylate 96 grams after 3 minutes, Isooctyl acrylate monomer 10 grams, methacrylic acid 2 grams, vinylformic acid 4 grams, dibutyl tin dilaurate 0.6 gram, the mixture that hydroxyl polysiloxane 8 grams are formed.2.5 added in～3 hours, in 80 ℃ of reactions 2 hours.Add ammonium persulphate 0.2 gram (being dissolved in the 10 gram deionized waters), be warming up to 85 ℃ and keep reaction 2 hours.Be cooled to below 50 ℃, regulate pH value to 8～9, must be with blue light to get the organosilicon-modified acrylate elastic emulsion after filtration with ammoniacal liquor.
Embodiment 2
Accurately weighing methyl methacrylate 86 restrains, butyl acrylate 90 grams, Isooctyl acrylate monomer 10 grams, methacrylic acid 4 grams, hydroxyethyl methylacrylate 2 grams, composition mix monomer.In the four-hole boiling flask that has prolong, Dropping feeder, agitator, thermometer, add deionized water 220 grams, sodium lauryl sulphate 0.8 gram, alkylphenol-polyethenoxy (21) ether 6.0 grams, octyl phenol polyoxy ethene (10) ether maleic acid ester sodium 6.0 grams, sodium bicarbonate 0.65 gram.Add above-mentioned mix monomer 25 grams down at 60 ℃, ammonium persulphate 0.8 gram (being dissolved in the 30 gram deionized waters).Be warming up to 75～80 ℃, the system for the treatment of becomes blue back and drips by remaining above-mentioned mix monomer and gamma-methyl allyl acyloxypropyl trimethoxysilane 10 grams, dibutyl tin dilaurate 0.6 gram, the mixture of the silicon-containing monomer that hydroxyl polysiloxane 8 grams are formed.2.5 added in～3 hours, in 80 ℃ of reactions 2 hours.Add ammonium persulphate 0.2 gram (being dissolved in the 10 gram deionized waters), be warming up to 85 ℃ and keep reaction 2 hours.Be cooled to below 50 ℃, regulate pH value to 8～9, must be with blue light to get the organosilicon-modified acrylate elastic emulsion after filtration with ammoniacal liquor.
Embodiment 3
Mix monomer is by methyl methacrylate 80 grams, and butyl acrylate 90 restrains, Isooctyl acrylate monomer 15 grams, and methacrylic acid 4 grams, dimethacrylate 1 ester 3 grams are formed.Silicon-containing monomer is by gamma-methyl allyl acyloxypropyl trimethoxysilane 8 grams, and dibutyl tin dilaurate 0.6 restrains, and hydroxyl polysiloxane 10 grams are formed.Other prescription and technology are identical with embodiment 1.
Embodiment 4
Mix monomer is by methyl methacrylate 40 grams, and butyl acrylate 60 restrains, Isooctyl acrylate monomer 70 grams, and vinylformic acid 3 grams, hydroxyethyl methylacrylate 2 grams are formed.Silicon-containing monomer is by gamma-methyl allyl acyloxypropyl trimethoxysilane 8 grams, and dibutyl tin dilaurate 0.6 restrains, and 203 silicone oil, 8 grams are formed, and add deionized water 196 grams in the reaction flask.Other prescription and technology are identical with embodiment 2.
Embodiment 5
Mix monomer is by methyl methacrylate 40 grams, and vinylbenzene 20 restrains, butyl acrylate 50 grams, Isooctyl acrylate monomer 60 grams, methacrylic acid 6 grams, Vinylstyrene 3 gram compositions.Silicon-containing monomer is by gamma-methyl allyl acyloxypropyl trimethoxysilane 8 grams, and dibutyl tin dilaurate 0.6 restrains, and 203 silicone oil, 8 grams are formed, and add deionized water 200 grams in the reaction flask.Other prescription and technology are identical with embodiment 2.
Table 1 shows the main performance index of the organosilicon-modified acrylate elastic emulsion of the foregoing description 1～embodiment 5:
Table 1
| Emulsion property | Outward appearance | Solid content, % | Tg, ℃ (calculated value) |
| Embodiment 1 | Milky white blueing milk sap | ????43.6 | ??9 |
| Embodiment 2 | Milky white blueing milk sap | ????43.1 | ??13 |
| Embodiment 3 | Milky white blueing milk sap | ????44.1 | ??-1 |
| Embodiment 4 | Milky white blueing milk sap | ????44.5 | ??-31 |
| Embodiment 5 | Milky white blueing milk sap | ????44.2 | ??-15 |
Claims (10)
1. the preparation method of organosilicon-modified acrylate elastic emulsion may further comprise the steps:
1) will be in the organosilane monomer that contains unsaturated double-bond 2～7% in the organosilane monomer of total monomer weight 4～15% weight, in the ethylenic unsaturated acid monomer of total monomer weight 1～5% and 80～95% olefinic acrylic monomer, and be emulsifying agent in the mixture of the nonionogenic tenside of the anion surfactant of total monomer weight 0.5～5% and 1～8%, with 0.1～1% sodium bicarbonate is buffer reagent, water-soluble persulphate with 0.2～1% is an initiator, and be medium with water, under 60～90 ℃ of conditions, carry out free-radical emulsion polymerization;
2) emulsion copolymers carries out graft reaction in the presence of 0.05～3% silicon alcohol condensation catalyst Yu in the hydroxyl polysiloxane in the organosilane monomer of total monomer weight 4～15% weight 2～8%;
3) reaction finishes the back with the basic solution neutralization, regulates pH value to 8～9, obtains after filtration.
2. the preparation method of machine fluorine-silicon modified acrylic ester elastomer emulsion according to claim 1 is characterized in that the second-order transition temperature of the emulsion polymeric product of step 1) gained is-50～20 ℃,
3. the preparation method of machine fluorine-silicon modified acrylic ester elastomer emulsion according to claim 1 is characterized in that the said organosilane monomer that contains unsaturated double-bond comprises at least a or its mixture in vinyltrimethoxy silane, vinyl front three ethylsilane, propenyl Trimethoxy silane, the γ-methacryloxy Trimethoxy silane.
4. the preparation method of machine fluorine-silicon modified acrylic ester elastomer emulsion according to claim 1 is characterized in that said ethylenic unsaturated acid monomer comprises vinylformic acid, methacrylic acid, Ba Dousuan, methylene-succinic acid, fumaric acid, at least a or its mixture of toxilic acid and maleic anhydride.
5. the preparation method of machine fluorine-silicon modified acrylic ester elastomer emulsion according to claim 1, it is characterized in that said olefinic acrylic monomer, comprise methyl acrylate, ethyl propenoate, butyl acrylate, Isooctyl acrylate monomer, decyl acrylate, lauryl acrylate, vinyl cyanide, acrylamide, methyl methacrylate, butyl methacrylate, isodecyl methacrylate, lauryl methacrylate(LMA), hydroxyethyl methylacrylate, Rocryl 410, dimethylaminoethyl acrylate methyl ammonia ethyl ester, glycidyl methacrylate, and other can introduce the unsaturated monomer of polymkeric substance, it comprises: vinylbenzene, alpha-methyl styrene, vinyl acetate and vinyl ester.
6. the preparation method of machine fluorine-silicon modified acrylic ester elastomer emulsion according to claim 1 is characterized in that said anion surfactant is selected from sodium lauryl sulphate or Sodium dodecylbenzene sulfonate.
7. the preparation method of machine fluorine-silicon modified acrylic ester elastomer emulsion according to claim 1, it is characterized in that said nonionogenic tenside is selected from polyoxyethylene phenolic ether in the ninth of the ten Heavenly Stems, Voranol EP 2001, polyoxyethylene sorbitol acid anhydride oleic acid ester or polyoxyethylene sorbitol acid anhydride stearate.
8. the preparation method of machine fluorine-silicon modified acrylic ester elastomer emulsion according to claim 1 is characterized in that the water-soluble persulphate of said initiator comprises ammonium persulphate, Potassium Persulphate or persulfuric acid an alkali metal salt.
9. the preparation method of machine fluorine-silicon modified acrylic ester elastomer emulsion according to claim 1 is characterized in that silicon alcohol condensation catalyst is selected from acid dibutyl tin, dibutyl tin acetate or tetrabutyl titanate.
10. the preparation method of machine fluorine-silicon modified acrylic ester elastomer emulsion according to claim 1 is characterized in that said basic solution is an ammoniacal liquor.
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Cited By (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1305988C (en) * | 2005-09-23 | 2007-03-21 | 浙江大学 | Prepn of organosilicon modified pressure-sensitive acrylate adhesive |
| CN100381484C (en) * | 2005-03-04 | 2008-04-16 | 华东理工大学 | Preparation method of core-shell polysiloxane composite particles |
| CN101033271B (en) * | 2007-04-23 | 2010-07-28 | 大连交通大学 | Grafted resin with both hydrolysis and low surface energy properties and antifouling coating prepared from the resin |
| CN102146247A (en) * | 2011-03-31 | 2011-08-10 | 武汉新康化学集团有限公司 | Waterproof coating containing polyether-modified silicon-acrylic soft resin and preparation method thereof |
| CN102199258A (en) * | 2011-03-31 | 2011-09-28 | 武汉新康化学集团有限公司 | Polyether modified silicon acrylic flexible resin and preparation method thereof |
| CN102286235A (en) * | 2010-06-17 | 2011-12-21 | 纬创资通股份有限公司 | Aqueous one-pack type coating material and method for forming high gloss coating layer using the same |
| CN101712767B (en) * | 2009-11-17 | 2012-07-18 | 武汉理工大学 | Preparation method of organic silicon acrylic ester self-organizing gradient emulsion film |
| CN102634301A (en) * | 2012-03-27 | 2012-08-15 | 广州化工研究设计院 | Pressure sensitive adhesive for automobile damping plate and preparation method thereof |
| CN103012714A (en) * | 2012-12-26 | 2013-04-03 | 江苏柏鹤涂料有限公司 | High-flexibility aqueous acrylic acid polyurethane elastic resin and coating thereof |
| CN103045032A (en) * | 2012-11-12 | 2013-04-17 | 广东巴德士化工有限公司 | One-component roof crack-resistant waterproof coating |
| CN103555118A (en) * | 2013-10-18 | 2014-02-05 | 江西省科学院应用化学研究所 | Methanesiliconic acid-containing graft polymer and preparation method of waterproofing agent |
| CN103772597A (en) * | 2014-01-26 | 2014-05-07 | 浙江环达漆业集团有限公司 | Preparation method of organosilicone modified hydroxy acrylic resin aqueous dispersion |
| CN105820288A (en) * | 2016-05-12 | 2016-08-03 | 上海保立佳新材料有限公司 | Styrene-acrylic emulsion for building sealant and preparation method of styrene-acrylic emulsion |
| CN106366228A (en) * | 2016-08-31 | 2017-02-01 | 江苏李文甲化工有限公司 | Polyacrylic emulsion transparent waterproof glue and preparation method thereof |
| CN106867394A (en) * | 2017-03-21 | 2017-06-20 | 丹阳沃特新材料技术有限公司 | A kind of pair of crosslinked aqueous coating |
| CN107502124A (en) * | 2017-09-21 | 2017-12-22 | 苏州振振好新型建材科技有限公司 | A kind of preparation method of environmentally friendly anti-pollution type exterior wall latex paint |
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| CN109593413A (en) * | 2018-11-07 | 2019-04-09 | 泉州市东宝建材科技有限公司 | A kind of interior wall resistant lacquer and preparation method thereof |
| CN109750506A (en) * | 2018-12-26 | 2019-05-14 | 浙江东进新材料有限公司 | Organic silicon acrylic ester composite water-proof arranges agent emulsion |
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2004
- 2004-02-13 CN CNA2004100163325A patent/CN1557850A/en active Pending
Cited By (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100381484C (en) * | 2005-03-04 | 2008-04-16 | 华东理工大学 | Preparation method of core-shell polysiloxane composite particles |
| CN1305988C (en) * | 2005-09-23 | 2007-03-21 | 浙江大学 | Prepn of organosilicon modified pressure-sensitive acrylate adhesive |
| CN101033271B (en) * | 2007-04-23 | 2010-07-28 | 大连交通大学 | Grafted resin with both hydrolysis and low surface energy properties and antifouling coating prepared from the resin |
| CN101712767B (en) * | 2009-11-17 | 2012-07-18 | 武汉理工大学 | Preparation method of organic silicon acrylic ester self-organizing gradient emulsion film |
| CN102286235A (en) * | 2010-06-17 | 2011-12-21 | 纬创资通股份有限公司 | Aqueous one-pack type coating material and method for forming high gloss coating layer using the same |
| CN102146247A (en) * | 2011-03-31 | 2011-08-10 | 武汉新康化学集团有限公司 | Waterproof coating containing polyether-modified silicon-acrylic soft resin and preparation method thereof |
| CN102199258A (en) * | 2011-03-31 | 2011-09-28 | 武汉新康化学集团有限公司 | Polyether modified silicon acrylic flexible resin and preparation method thereof |
| CN102146247B (en) * | 2011-03-31 | 2013-02-13 | 武汉新康化学集团有限公司 | Waterproof coating containing polyether-modified silicon-acrylic soft resin and preparation method thereof |
| CN102199258B (en) * | 2011-03-31 | 2013-02-13 | 武汉新康化学集团有限公司 | Polyether modified silicon acrylic flexible resin and preparation method thereof |
| CN102634301A (en) * | 2012-03-27 | 2012-08-15 | 广州化工研究设计院 | Pressure sensitive adhesive for automobile damping plate and preparation method thereof |
| CN103045032A (en) * | 2012-11-12 | 2013-04-17 | 广东巴德士化工有限公司 | One-component roof crack-resistant waterproof coating |
| CN103012714A (en) * | 2012-12-26 | 2013-04-03 | 江苏柏鹤涂料有限公司 | High-flexibility aqueous acrylic acid polyurethane elastic resin and coating thereof |
| CN103012714B (en) * | 2012-12-26 | 2014-07-09 | 江苏柏鹤涂料有限公司 | High-flexibility aqueous acrylic acid polyurethane elastic resin and coating thereof |
| CN103555118A (en) * | 2013-10-18 | 2014-02-05 | 江西省科学院应用化学研究所 | Methanesiliconic acid-containing graft polymer and preparation method of waterproofing agent |
| CN103555118B (en) * | 2013-10-18 | 2016-01-13 | 江西省科学院应用化学研究所 | A kind of preparation method containing methyl siliconic acid graftomer water-resisting agent |
| CN103772597A (en) * | 2014-01-26 | 2014-05-07 | 浙江环达漆业集团有限公司 | Preparation method of organosilicone modified hydroxy acrylic resin aqueous dispersion |
| CN105820288A (en) * | 2016-05-12 | 2016-08-03 | 上海保立佳新材料有限公司 | Styrene-acrylic emulsion for building sealant and preparation method of styrene-acrylic emulsion |
| CN106366228A (en) * | 2016-08-31 | 2017-02-01 | 江苏李文甲化工有限公司 | Polyacrylic emulsion transparent waterproof glue and preparation method thereof |
| CN106867394A (en) * | 2017-03-21 | 2017-06-20 | 丹阳沃特新材料技术有限公司 | A kind of pair of crosslinked aqueous coating |
| CN107502118A (en) * | 2017-09-19 | 2017-12-22 | 常州市宝平不绣钢制品有限公司 | A kind of polymer cement waterproof paint |
| CN107502124A (en) * | 2017-09-21 | 2017-12-22 | 苏州振振好新型建材科技有限公司 | A kind of preparation method of environmentally friendly anti-pollution type exterior wall latex paint |
| CN109593413A (en) * | 2018-11-07 | 2019-04-09 | 泉州市东宝建材科技有限公司 | A kind of interior wall resistant lacquer and preparation method thereof |
| CN109750506A (en) * | 2018-12-26 | 2019-05-14 | 浙江东进新材料有限公司 | Organic silicon acrylic ester composite water-proof arranges agent emulsion |
| CN109750506B (en) * | 2018-12-26 | 2021-04-30 | 浙江东进新材料有限公司 | Organosilicon acrylate composite waterproof finishing agent emulsion |
| CN109575175A (en) * | 2018-12-27 | 2019-04-05 | 佛山市顺德区巴德富实业有限公司 | General styrene-acrylic emulsion of inner-outer wall and preparation method thereof |
| CN109575175B (en) * | 2018-12-27 | 2021-07-23 | 佛山市顺德区巴德富实业有限公司 | Styrene-acrylic emulsion for interior and exterior walls and preparation method thereof |
| CN110684490A (en) * | 2019-01-30 | 2020-01-14 | 杭州星华反光材料股份有限公司 | Preparation method and application of high-solid-content low-viscosity acrylic resin adhesive |
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