CN1718657A - A kind of fire retardant type UV light solidifying polyurethane acrylic acid paint and preparation method thereof - Google Patents
A kind of fire retardant type UV light solidifying polyurethane acrylic acid paint and preparation method thereof Download PDFInfo
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- CN1718657A CN1718657A CN 200510028255 CN200510028255A CN1718657A CN 1718657 A CN1718657 A CN 1718657A CN 200510028255 CN200510028255 CN 200510028255 CN 200510028255 A CN200510028255 A CN 200510028255A CN 1718657 A CN1718657 A CN 1718657A
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Abstract
The invention belongs to the functional high molecule material technical field, be specifically related to a kind of fire retardant type UV light solidifying polyurethane acrylic acid paint and preparation method thereof.Its preparation method is: modified diphenylmethane diisocyanate, the two keys of band are contained trimeric cyanamide-STUDY ON THE MODIFICATION OF PENOLIC RESIN polyvalent alcohol, catalyzer and reactive thinner with 200～500: 80～120: 0.1～2: 10～30 part by weight mixes, be warming up to 50-120 ℃ of reaction 2～8h, must contain the polyurethane acroleic acid prepolymer of trimeric cyanamide-resol.Above-mentioned prepolymer and catalyzer, light trigger, reactive thinner and other additive are stirred, promptly get fire retardant type UV light solidifying polyurethane acrylic acid paint.The present invention have flame retardant properties good, film good, little with matrix adhesive force to the pollution of environment, do not add small molecules blend and fire retardant, and advantage such as technology is simple, cost is low and curing of coating is fast can satisfy coating and develop desired multiple needs.
Description
Technical field
The invention belongs to the functional high molecule material technical field, be specifically related to a kind of fire retardant type UV light solidifying polyurethane acrylic acid paint and preparation method thereof.
Background technology
Ultraviolet light cross-linking solidified resin has obtained to use widely in growing field, and particularly in coating industry, graphic art industry and microelectronic industry, it has replaced the coating or the tackiness agent of traditional thermal-initiated polymerization gradually.But the major defect of this resin is similar to traditional synthetic resins, just be their inflammableness, and the common method of preparation fire retardant material mainly adopts the mixed means of machinery that fire retardant matter is obtained as additive and resin alloy, yet also can cause crosslinked difficulty and serious degraded after adding high-load mineral filler, particularly this problem is especially serious in the ultraviolet light cross-linking system.
Monomer that has had at present report to adopt to contain halogen-phosphorus or oligopolymer are as the fire retardant of ultraviolet light cross-linking system, obtained good result of use, but, the fire retardant of halogen can produce deleterious and corrosive gas when burning, the people who is exposed in the acid poison gas is suffocated, and the expensive equipment of infringement.Chinese invention patent (CN 01113573.5) discloses Phosphorus contained ultra-branched polyurethane acrylate as fire retarding agent solidified by radiation and its preparing process, the phosphoric acid ester trivalent alcohol that forms with phosphoric acid and epoxy compounds reaction is a response matrix, the monohydroxy end-caps that adds vulcabond and radiation-curable by " pre-polymerization method " or " single stage method ", the phosphorus contained ultra-branched polyurethane acrylate as fire retarding agent solidified by radiation that obtains is the energy fast setting under uv irradiation, obtain transparent hard cured film, it is simple to have construction procedure, it is good with base material sticking power to film, characteristics such as flame retarding efficiency height, the outstanding advantage of this class invention is that it emits obnoxious flavour at the Shi Buhui that is heated, be so-called eco-friendly material, therefore obtained paying attention to widely and interest.But this invention does not relate to the monomer of nitrogenous element or halogen-containing-phosphorus or the oligopolymer problem as fire retardant of ultraviolet light cross-linking system and preparation method thereof as yet.International patent of invention (WO9502004) has been reported to be reacted with vulcabond and hydroxy acrylate by the poly phosphate dibasic alcohol and has been made linear phosphorous urethane acrylate, added the radiation-curable couting prescription that light trigger and multi-functional acrylate make as linking agent again.This method has realized the radiation curable halogen-free flame retardant coating, but because it is a linear molecule, must add a large amount of functional group propenoic acid esters as linking agent, regulation system viscosity and raising processing characteristics, but most of acrylate monomer has pungency, is detrimental to health to skin; And the affiliation that adds of acrylate monomer influences the solidification rate of system and the mechanical property of coating.
Summary of the invention
The purpose of this invention is to provide a kind of fire retardant type UV light solidifying polyurethane acrylic acid paint and preparation method thereof, overcome the above-mentioned shortcoming of prior art.
Fire retardant type UV light solidifying polyurethane acrylic acid paint provided by the invention mainly by vulcabond, contain trimeric cyanamide-STUDY ON THE MODIFICATION OF PENOLIC RESIN polyvalent alcohol, catalyzer, light trigger and reactive thinner and form, wherein:
(1) vulcabond can be aromatic diisocyanate such as Toluene-2,4-diisocyanate, the 4-vulcabond, Toluene-2,4-diisocyanate, the 6-vulcabond, 4,4 '-diphenylmethanediisocyanate, 1, the 5-naphthalene diisocyanate, the ethylbenzene vulcabond, 4, the 6-Xylene Diisocyanate, 3,3 '-dimethyl diphenyl-4,4 '-vulcabond or 3,3 '-dimethyl-4,4 '-diphenylmethanediisocyanate, perhaps aliphatic diisocyanate such as hexamethylene diisocyanate, hexamethylene diisocyanate, cyclohexyl diisocyanate, 4,4 '-dicyclohexyl methane diisocyanate or different Buddhist ketone vulcabond etc.
(2) modified polyalcohol is to contain trimeric cyanamide-STUDY ON THE MODIFICATION OF PENOLIC RESIN polyvalent alcohol, and the polyvalent alcohol here can be polyether glycol, polyester polyol, polyacrylic ester or urethane.For example: polyethylene oxide polyvalent alcohol, poly(propylene oxide) polyvalent alcohol, polytetrahydrofuran polyvalent alcohol or polycaprolactone polyol.As polyoxyethylene glycol (PEG), propylene oxide polyether Glycols (PPG), tetrahydrofuran (THF) polyether Glycols (PTMG), polyoxytrimethylene ether (PPO), poly-tetrahydrofuran ether (PTMO) and poly-butanediol (PBD), Viscotrol C (CO) etc.
(3) catalyzer can be dibutyltin dilaurate, stannous octoate, N-methylmorpholine or triethylenediamine, and consumption is a 0.1%-2% weight.
(4) light trigger can be benzophenone, Alpha-hydroxy isopropyl benzene ketone, Alpha-hydroxy phenylcyclohexane ketone, benzoin methyl ether, Alpha-hydroxy Benzoin ethyl ether, isopropyl thioxanthone, 2 (4-methylthio phenyl formyl radical)-2-morpholinyl propane or 4-morpholinyl A acyl group-1-Bian Ji-1-(dimethylin) propane etc.
(5) reactive thinner can be acrylate, methacrylic ester or vinylbenzene, and employed oxide compound and the vinyl ether etc. gone back of cationoid polymerisation all are common employed reactive monomers in the radiation curing prescription.
(6) its composition weight share is counted:
200～500 parts of vulcabond
80～120 parts of modified polyalcohols
0.1～2 part of catalyzer
0.1～2 part of light trigger
10～30 parts of reactive thinners
0.1～0.5 part of additive
The preparation method of above-mentioned fire retardant type UV light solidifying polyurethane acrylic acid paint is as follows:
(1) trimeric cyanamide and formaldehyde and pyrocatechol proportionally react synthetic a kind of polyvalent alcohol that contains trimeric cyanamide-resol;
(2) utilize the effect of coupling agent (KH-570) chemical modification, obtain the polyvalent alcohol that contains trimeric cyanamide-resol with two keys;
(3) with the polyvalent alcohol that contains trimeric cyanamide-resol, catalyzer and the reactive thinner of vulcabond, the two keys of band with 200～500: 80～120: 0.1～2: the mixed of 10～30 (weight) is even, be warming up to 50-120 ℃, reacted 2-8 hour, make reaction be tending towards finishing, promptly get the polyurethane acroleic acid prepolymer that contains trimeric cyanamide-cresol-novolak resin;
Before the use, with above-mentioned prepolymer, light trigger, reactive thinner, and other auxiliary agent, with 100: 0.1-2: 5-10: the 1-5 part by weight mixes, and promptly gets UV light solidifying polyurethane acrylic acid paint.
Above-mentioned UV light solidifying polyurethane acrylic acid paint evenly is applied to matrix surface, directly places irradiation under the ultra-violet lamp, carry out ultraviolet light polymerization.Again this ultraviolet light polymerization film is carried out performance test.
Among the present invention, described other auxiliary agent comprises flow agent, defoamer, tensio-active agent and filler etc.
Characteristics of the present invention are: flame retardant resistance UV light solidifying polyurethane acrylic acid paint 1. of the present invention is made up of macromole, and completion of cure and shrinking percentage are little in the solidification process, and the sticking power of filming is good; 2. flame retardant resistance UV light solidifying polyurethane acrylic acid paint of the present invention is a kind of radiation-curable pre-polymers, can be used as the fire retardant body and directly uses, and no small molecules blend and flame-retardant additive etc., range of application is broad more; 3. the existence of trimeric cyanamide-resol has effectively strengthened the flame retardant properties of fabric, has delayed the flame mechanism of fabric, and flame retardant properties is good; 4. because the coating that we make is no-solvent type, monomer-free volatilizees, and is little to the pollution of environment, and, adopting ultraviolet light polymerization, curing of coating is fast, can satisfy coating and develop desired curing speed.
The present invention have flame retardant properties good, film good, little with matrix adhesive force to the pollution of environment, do not add small molecules blend and flame-retardant additive etc., advantage such as technology is simple, cost is low and curing of coating is fast, can satisfy coating and develop desired multiple needs, can be used as fire retardant and be applied in the coatings such as material of construction, electronic product, textiles and electric wire, market outlook are bigger and the application future is more extensive.
Description of drawings
Fig. 1 scribbles film picture before burning of urethane acrylate ultraviolet light polymerization.
Fig. 2 scribbles film picture after burning of urethane acrylate ultraviolet light polymerization.
Table 1 is to scribble the performance that the urethane acrylate ultraviolet light polymerization is filmed.
Embodiment
Above-mentioned fire retardant type UV light solidifying polyurethane acrylic acid paint, its preparation method are at normal temperatures trimeric cyanamide and formaldehyde and pyrocatechol proportionally to be reacted synthetic a kind of polyvalent alcohol that contains trimeric cyanamide-resol; Utilize the chemical modification effect of coupling agent, obtain the polyvalent alcohol that contains trimeric cyanamide-resol with two keys; With the polyvalent alcohol that contains trimeric cyanamide-resol, catalyzer and the reactive thinner of vulcabond, the two keys of band with 200～500: 80～120: 0.1～2: the mixed of 10～30 (weight) is even, reactant is warming up to 50～120 ℃ continues stirring reaction 2～8h, make reaction be tending towards finishing, promptly get prepolymer; Before the use, with prepolymer, catalyzer, light trigger, reactive thinner, and other auxiliary agent, stir, promptly get fire retardant type UV light solidifying polyurethane acrylic acid paint; Used vulcabond can be aromatic diisocyanate such as Toluene-2,4-diisocyanate, the 4-vulcabond, Toluene-2,4-diisocyanate, the 6-vulcabond, 4,4 '-diphenylmethanediisocyanate, 1, the 5-naphthalene diisocyanate, the ethylbenzene vulcabond, 4, the 6-Xylene Diisocyanate, 3,3 '-dimethyl diphenyl-4,4 '-vulcabond or 3,3 '-dimethyl-4,4 '-diphenylmethanediisocyanate, perhaps aliphatic diisocyanate such as hexamethylene diisocyanate, hexamethylene diisocyanate, cyclohexyl diisocyanate, 4,4 '-dicyclohexyl methane diisocyanate or different Buddhist ketone vulcabond etc.Used modified polyalcohol is the polyvalent alcohol that contains trimeric cyanamide-resol, and the polyvalent alcohol here can be polyether glycol, polyester polyol, polyacrylic ester or urethane.For example: polyethylene oxide polyvalent alcohol, poly(propylene oxide) polyvalent alcohol, polytetrahydrofuran polyvalent alcohol or polycaprolactone polyol.Used coupling agent can be KH-570, fertile blue (methacrylate-chromic chloride title complex) or titanate coupling agent 5S.Used catalyzer is dibutyltin dilaurate, stannous octoate, N-methylmorpholine or triethylenediamine; Used light trigger is benzophenone, Alpha-hydroxy isopropyl benzene ketone, Alpha-hydroxy phenylcyclohexane ketone, benzoin methyl ether, Alpha-hydroxy Benzoin ethyl ether, isopropyl thioxanthone, 2 (4-methylthio phenyl formyl radical)-2-morpholinyl propane or 4-morpholinyl A acyl group-1-Bian Ji-1-(dimethylin) propane etc.Used reactive thinner is an acrylate, methacrylic ester and vinylbenzene, and employed oxide compound and the vinyl ether etc. gone back of cationoid polymerisation all are common employed monomers in the radiation curing prescription.Used auxiliary agent can be flow agent, defoamer, tensio-active agent and a filler etc. commonly used in the formulation for coating material.Above-mentioned UV light solidifying polyurethane acrylic acid paint evenly is applied to matrix surface, directly places irradiation under the ultra-violet lamp, carry out ultraviolet light polymerization, again this ultraviolet light polymerization film is carried out performance test.Get the comprehensive cloth of treated white in addition, above-mentioned coating evenly is applied to the surface, behind the ultra-violet lamp completion of cure, it is carried out the flame retardant properties test.
Below in conjunction with embodiment preparation method, radiation curing and the flame retardant properties thereof etc. of fire retardant type UV light solidifying polyurethane acrylic acid paint of the present invention are described in detail.But the present invention is not limited to listed example.
Embodiment 1
In the three-necked bottle that mechanical stirrer, reflux condensing tube and nitrogen protection are housed, add 12.6 gram (0.1 mole) trimeric cyanamides and 24.5 gram (0.3 mole) formaldehyde solutions (37% massfraction); the oil bath heating obtained containing the prepolymer of carbamide after 30 minutes.After again 100mL deionized water and 0.4g poly(oxyethylene glycol) 400 being mixed, regulate pH value to 4.6 with acetic acid solution.Be warming up to 60 ℃, the above-mentioned prepolymer that contains carbamide is added in above-mentioned water-poly(oxyethylene glycol) 400 solution, react after 15 minutes, stopped reaction, cool off fast with frozen water, then add 5.5g pyrocatechol and 0.025g tosic acid again, temperature rises to 95 ℃, continue stirring reaction 24 hours, and promptly obtained trimeric cyanamide-phenolic resin modified polyvalent alcohol.Dripping 8mL concentration in the polyvalent alcohol of above-mentioned trimeric cyanamide-phenolic resin modified is the KH-570 coupling agent of 0.025g/mL, and reaction 48 hours under 35 ℃ of magnetic agitation, obtains containing trimeric cyanamide-phenolic resin modified polyvalent alcohol with two keys.With modified diphenylmethane diisocyanate (5.95g, 0.0238moL), the two keys of band contain trimeric cyanamide-STUDY ON THE MODIFICATION OF PENOLIC RESIN polyvalent alcohol (3.57g, 0.0079moL), dibutyl tin dilaurate (0.1g), Resorcinol (0.1g) and Propylene glycol monoacrylate (1.3g, 0.01moL), mix, 70 ℃ of stirring reactions 4 hours make reaction be tending towards finishing, and promptly get the polyurethane acroleic acid prepolymer that contains trimeric cyanamide-resol.Before the use, this is contained the polyurethane acroleic acid prepolymer (2 gram) of trimeric cyanamide-resol, butyl acrylate (4.5g), Alpha-hydroxy Benzoin ethyl ether (0.1g), flow agent BYK-300 (0.02g) and defoamer 5400-PII (0.008g), stir, preserve the sealing dark place, promptly get UV light solidifying polyurethane acrylic acid paint, above-mentioned ultraviolet-curing paint evenly is applied to matrix surface as sample 1, with the ultra-violet lamp of 500W as source of radiation, directly sample is placed irradiation completion of cure under the ultra-violet lamp, be sample 1, cured film is carried out various performance tests, comprise the flame retardant properties test.
Fig. 1 scribbles film picture before burning of this urethane acrylate ultraviolet light polymerization.Fig. 2 scribbles film picture after burning of this urethane acrylate ultraviolet light polymerization.
The results of property that this urethane acrylate ultraviolet light polymerization is filmed is as shown in table 1.
Embodiment 2
Adopt the preparation condition identical with embodiment 1, but the thinner butyl acrylate changes Viscoat 295 (TMPTA) into, its consumption is 8.5mL.Prepared ultraviolet curable coating is sample 2.
The results of property that this urethane acrylate ultraviolet light polymerization is filmed is as shown in table 1.
Embodiment 3
Adopt the preparation condition identical with embodiment 1, but the thinner butyl acrylate changes glycol ether dimethacrylate (DEGDMA) into, its consumption is 8mL.Prepared ultraviolet curable coating is sample 3.
The results of property that this urethane acrylate ultraviolet light polymerization is filmed is as shown in table 1.
Embodiment 4
Adopt the preparation condition identical, but the ratio of modified diphenylmethane diisocyanate and modified polyalcohol becomes 3.0g (0.012moL): 2.7g (0.006moL) with embodiment 1.
Embodiment 5
Adopt the preparation condition identical, but the ratio of modified diphenylmethane diisocyanate and modified polyalcohol becomes 3.0g (0.012moL): 1.35g (0.003moL) with embodiment 1.
Embodiment 6
Identical with embodiment 1, but the consumption of Alpha-hydroxy Benzoin ethyl ether (0.1g) becomes 0.05g.
Embodiment 7
Identical with embodiment 1, but the consumption of Alpha-hydroxy Benzoin ethyl ether (0.1g) becomes 0.15g.
Embodiment 8
Identical with embodiment 1, but the Alpha-hydroxy Benzoin ethyl ether becomes Alpha-hydroxy isopropyl benzene ketone, and consumption is constant.
Embodiment 9
Identical with embodiment 1, but the Alpha-hydroxy Benzoin ethyl ether becomes the α hydroxy cyclohexyl phenylketone, and consumption is constant.
Embodiment 10
Identical with embodiment 1, but the Alpha-hydroxy Benzoin ethyl ether becomes isopropyl thioxanthone, and consumption is constant.
The fire retardant type UV light solidifying polyurethane acrylic acid paint that the foregoing description 4～10 is prepared, its structure and performance and embodiment 1～3 come to the same thing or similar, all having good flame retardancy, film and advantages such as matrix adhesive force is good, solidification rate is fast, is a kind of good fire retardant type UV light solidifying polyurethane acrylic acid paint.
Table 1
| Sample | 1 | 2 | 3 |
| Outward appearance | Transparent, colourless, glossiness is good, smooth surface, | Transparent, little yellowing, the surface is some sticking hand slightly | Transparent, slightly yellowing, the surface has nick protruding |
| Pencil hardness | 2H | 2H | 3H |
| Water tolerance | Film and do not bubble, any variation does not take place | Film and do not bubble, any variation does not take place | Film and do not bubble, any variation does not take place |
| The sticking power rank | 2 | 5 | 3 |
| Flame retardant properties | Excellent | Excellent | Excellent |
Claims (4)
1, a kind of fire retardant type UV light solidifying polyurethane acrylic acid paint is characterized in that mainly being made up of vulcabond, the polyvalent alcohol that contains trimeric cyanamide-resol, catalyzer and reactive thinner, wherein:
(1) vulcabond is aromatic diisocyanate such as Toluene-2,4-diisocyanate, the 4-vulcabond, Toluene-2,4-diisocyanate, the 6-vulcabond, 4,4 '-diphenylmethanediisocyanate, 1, the 5-naphthalene diisocyanate, the ethylbenzene vulcabond, 4, the 6-Xylene Diisocyanate, 3,3 '-dimethyl diphenyl-4,4 '-vulcabond or 3,3 '-dimethyl-4,4 '-diphenylmethanediisocyanate, perhaps aliphatic diisocyanate such as hexamethylene diisocyanate, hexamethylene diisocyanate, cyclohexyl diisocyanate, 4,4 '-dicyclohexyl methane diisocyanate or different Buddhist ketone vulcabond;
(2) modified polyalcohol is the polyvalent alcohol that contains trimeric cyanamide-resol, and wherein polyvalent alcohol is polyether glycol, polyester polyol, polyacrylic ester or urethane;
(3) catalyzer is dibutyltin dilaurate, stannous octoate, N-methylmorpholine or triethylenediamine;
(4) light trigger can be benzophenone, Alpha-hydroxy isopropyl benzene ketone, Alpha-hydroxy phenylcyclohexane ketone, benzoin methyl ether, Alpha-hydroxy Benzoin ethyl ether, isopropyl thioxanthone, 2 (4-methylthio phenyl formyl radical)-2-morpholinyl propane or 4-morpholinyl A acyl group-1-Bian Ji-1-(dimethylin) propane;
(5) reactive thinner is acrylate, methacrylic ester or vinylbenzene, perhaps employed oxide compound and the vinyl ether gone back of cationoid polymerisation;
(6) its composition weight share is counted:
200～500 parts of vulcabond
80～120 parts of modified polyalcohols
0.1～2 part of catalyzer
0.1～2 part of light trigger
10～30 parts of reactive thinners
0.1～0.5 part of additive.
2, a kind of preparation method of fire retardant type UV light solidifying polyurethane acrylic acid paint as claimed in claim 1 is characterized in that concrete steps are:
(1) trimeric cyanamide and formaldehyde and pyrocatechol are according to the synthetic a kind of polyvalent alcohol that contains trimeric cyanamide-resol of part by weight reaction;
(2) with the polyvalent alcohol that contains trimeric cyanamide-resol, catalyzer and the reactive thinner of vulcabond, the two keys of band with 200～500: 80～120: 0.1～2: 10～30 part by weight mixes, be warming up to 50-120 ℃, reacted 2-8 hour, and promptly got the polyurethane acroleic acid prepolymer that contains trimeric cyanamide-resol.
3, fire retardant type UV light solidifying polyurethane acrylic acid paint according to claim 1 and 2 is characterized in that said light trigger is benzophenone, benzoin methyl ether, Alpha-hydroxy Benzoin ethyl ether, Alpha-hydroxy isopropyl benzene ketone, Alpha-hydroxy phenylcyclohexane ketone, isopropyl thioxanthone or 2 (4-methylthio phenyl formyl radical)-2-morpholinyl propane.
4, preparation method according to claim 3, it is characterized in that described prepolymer, light trigger, reactive thinner and other auxiliary agent, with 100: 0.1-2: 5-10: the 1-5 part by weight mixes, and promptly gets UV light solidifying polyurethane acrylic acid paint.
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| CN101280156B (en) * | 2007-10-15 | 2010-10-13 | 浙江传化股份有限公司 | Uvioresistant polyurethane acrylic ester water coating adhesive and preparation thereof |
| CN101418185B (en) * | 2008-12-17 | 2011-08-03 | 中国人民解放军91872部队 | Polyurethane sound absorption coating composite and preparation method thereof |
| CN101235130B (en) * | 2008-02-27 | 2011-10-26 | 烟台万华聚氨酯股份有限公司 | Cation water polyurethane emulsion and preparation method thereof |
| CN102604490A (en) * | 2012-03-09 | 2012-07-25 | 东莞大宝化工制品有限公司 | Water-based environment-friendly intumescent fireproof coating |
| CN105038573A (en) * | 2015-08-26 | 2015-11-11 | 太仓市金新涂料有限公司 | Fire-resistant paint |
| CN106674436A (en) * | 2016-12-15 | 2017-05-17 | 同济大学 | Preparation method of flame-retardant sound insulation type ultraviolet light cured polyurethane foamed plastic |
| CN111548726A (en) * | 2020-06-03 | 2020-08-18 | 广东普赛达密封粘胶有限公司 | MOP flame retardant, flame-retardant UV moisture dual-curing three-proofing paint and preparation method and application thereof |
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| CN1176129C (en) * | 2001-04-23 | 2004-11-17 | 中国科学技术大学 | Phosphorus contained ultra-branched polyurethane acrylate as fire retarding agent solidified by radiation and its preparing process |
| US6777466B2 (en) * | 2002-02-08 | 2004-08-17 | Noveon Ip Holdings Corp. | Flame retardant thermoplastic polyurethane containing melamine cyanurate |
| WO2005010078A1 (en) * | 2003-07-16 | 2005-02-03 | Dow Corning Corporation | Coating compositions containing aminofunctional silicone resins |
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| CN101280156B (en) * | 2007-10-15 | 2010-10-13 | 浙江传化股份有限公司 | Uvioresistant polyurethane acrylic ester water coating adhesive and preparation thereof |
| CN101235130B (en) * | 2008-02-27 | 2011-10-26 | 烟台万华聚氨酯股份有限公司 | Cation water polyurethane emulsion and preparation method thereof |
| CN101418185B (en) * | 2008-12-17 | 2011-08-03 | 中国人民解放军91872部队 | Polyurethane sound absorption coating composite and preparation method thereof |
| CN102604490A (en) * | 2012-03-09 | 2012-07-25 | 东莞大宝化工制品有限公司 | Water-based environment-friendly intumescent fireproof coating |
| CN105038573A (en) * | 2015-08-26 | 2015-11-11 | 太仓市金新涂料有限公司 | Fire-resistant paint |
| CN105038573B (en) * | 2015-08-26 | 2017-12-22 | 深圳市锦翔友连新材料有限公司 | A kind of fireproof coating |
| CN106674436A (en) * | 2016-12-15 | 2017-05-17 | 同济大学 | Preparation method of flame-retardant sound insulation type ultraviolet light cured polyurethane foamed plastic |
| CN111548726A (en) * | 2020-06-03 | 2020-08-18 | 广东普赛达密封粘胶有限公司 | MOP flame retardant, flame-retardant UV moisture dual-curing three-proofing paint and preparation method and application thereof |
| CN111548726B (en) * | 2020-06-03 | 2022-03-18 | 广东普赛达密封粘胶有限公司 | MOP flame retardant, flame-retardant UV moisture dual-curing three-proofing paint and preparation method and application thereof |
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