CN101429353A - Activation energy radial curing paint for silicon rubber - Google Patents
Activation energy radial curing paint for silicon rubber Download PDFInfo
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- CN101429353A CN101429353A CNA2008102197894A CN200810219789A CN101429353A CN 101429353 A CN101429353 A CN 101429353A CN A2008102197894 A CNA2008102197894 A CN A2008102197894A CN 200810219789 A CN200810219789 A CN 200810219789A CN 101429353 A CN101429353 A CN 101429353A
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- activation energy
- silicon rubber
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- modified resin
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Abstract
The invention belongs to the technical field of coating and in particular relates to an activation energy radial curing coating. The coating is formed through mixing main body resin, modified resin, a light evocating agent and an additive; the coating comprises the following compositions in weight percentage: 20 to 90 percent of polymerized unsaturated compound, 5 to 20 percent of the modified resin, 0.1 to 5 percent of the light evocating agent and 0 to 5 percent of the additive, wherein the modified resin in the coating formula is used in an activation energy radial curing coating compound to form a coating film which has excellent adhesive force on a silastic substrate subjected to corona treatment, flame treatment and other surface treatment; and the activation energy radial curing coating compound has activation energy radial curing, can shorten the procedure of film coating and curing, reduces heat energy, and has high efficiency and low energy consumption.
Description
Technical field:
The invention belongs to technical field of coatings, particularly a kind of activation energy radial curing paint that is used for silicon rubber.
Background technology:
Activation energy radial curing paint comes across 20th century five, the sixties, has that curing speed is fast, production efficiency is high, an advantage such as good mechanical property, pollution are little, energy-conservation, is described as the environmental friendliness green environmental friendly coatings.In the last thirty years, activation energy radial curing paint is kept high speed development always, and Application Areas extends to the every aspect that we live, produce by early stage woodwork coating: paper, plastics, metal or the like.
As everyone knows; silicon rubber has good springiness; good weatherability; being difficult for advantages such as aging, is the good material of making mobile phone, remote controller key, can obtain font, pattern etc. by print coating and make it to become functional article; be exactly that mechanical property is relatively poor; the keytop font of making, pattern weares and teares easily, therefore must apply one deck wear-resistant coating and be protected.
Be generally organosilicon coating or polyurethane coating as the silastic surface coating at present.Organosilicon coating has good sticking power to silicon rubber, but its chemical resistance and wear resisting property are all very poor; Polyurethane coating is by obtaining good adhesion to silicon rubber flame or corona treatment, and wear resisting property is good, and chemical resistance is general, and maximum deficiency is that its set time is longer, generally needs more than 45 minutes.
Usually activation energy radial curing paint employing ultraviolet curing is main; but this type of coating is mainly used in some rigidity materials such as plastics, metal, glass at present; application on the silicon rubber material does not appear in the newspapers as yet; major cause is that silicon rubber is the very strong material of a kind of inertia, and conventional coating is difficult in its surface and obtains good adhesion.
Summary of the invention:
The objective of the invention is to, provide, can form the good activation energy radial curing paint composition of filming of sticking power for having implemented surface-treated silicon rubber.
Another object of the present invention is to synthetic a kind of modified resin,, can provide a kind of silicone rubber coating that solidifies quick and tool good adhesion that has by using it in the activation energy radial curing paint composition.
The inventor is in order to solve above-mentioned problem, carried out deep research, found that by use and contain the activation energy radial curing paint composition of specific silane-modified acrylate composition as having implemented surface-treated silicon rubber surface coating material, can solve above-mentioned problem, thereby finish the present invention.
The invention provides the following activation energy radial curing paint composition and the formation method of filming.
Coating is mixed by matrix resin, modified resin, light trigger, auxiliary agent, and its weight percent is:
Polymerizable unsaturated compound 20%～90%
Modified resin 5%～20%
Light trigger 0.1%～5%
Auxiliary agent 0～5%
A. polymerizable unsaturated compound
Polymerizable unsaturated compound has the polymerizability unsaturated link(age) more than 1 in 1 molecule, by activation-energy-ray irradiation polymerizing curable, film thereby form.As this compound, has the compound of 2-5 polymerizability unsaturated link(age) in preferred 1 molecule.
As polymerizable unsaturated compound (A), can use a kind or use 2 kinds of compounds of enumerating with top and bottom separately.
(1) (methyl) vinylformic acid such as (methyl) methyl acrylate, (methyl) ethyl propenoate, (methyl) propyl acrylate, (methyl) butyl acrylate, (methyl) hexyl acrylate, (methyl) Octyl acrylate, (methyl) vinylformic acid osmanthus ester, (methyl) 2-ethylhexyl acrylate and carbonatoms are the carboxylate of the monohydroxy-alcohol of 1-22.
(2) carbonatomss such as ethylene glycol, propylene glycol, butyleneglycol are the alcohols of 2-20 and the mono-esterification thing or two carboxylates of (methyl) propylene.
(3) dihydroxy acid of toxilic acid, methylene-succinic acid, fumaric acid, methylfumaric acid, the anhydridization thing of these dihydroxy acids or two carboxylates.
(4) (methyl) acrylic acid carbonatomss such as (methyl) vinylformic acid methoxyl group butyl ester, (methyl) vinylformic acid methoxyl group ethyl ester, (methyl) vinylformic acid oxyethyl group butyl ester are the alkoxy alkyl of 2-18.
(5) (methyl) acrylic-amino ethyl ester, (methyl) vinylformic acid-N, N-dimethylamino ethyl ester, (methyl) vinylformic acid-N, N-diethylamino ethyl ester, (methyl) vinylformic acid-uncle's aminoacrylic acid class monomers such as N-tertiary butyl amino ethyl ester.
(6) (methyl) acrylamide, N-methylol (methyl) acrylamide, the positive fourth oxygen of N-methyl (methyl) acrylamide, N-methoxyl methyl (methyl) acrylamide, N-methyl (methyl) acrylamide, N-ethyl (methyl) acrylamide, N, acrylamide monomers such as N-dimethyl (methyl) acrylamide.
(7) (methyl) glycidyl acrylate etc. contains the glyceryl monomer of water to some extent.
(8) vinyl compound such as fine, the vinyl acetate of vinylbenzene, alpha-methyl styrene, vinyltoluene, propylene, vinylchlorid, N-ethenyl pyrrolidone copper.
(9) general formula Ph-O-(C
2H
4O) n-OCHC=CH
2(in the formula, Ph represents to have the phenyl of carbonatoms at the alkyl below 15.N is the integer of 1-6.) represented phenol ethylene oxide modification acrylate.
(10) bisphenol-A epoxy ethane modification two (methyl) acrylate, lead cyanogen urea acid oxyethane modification two (methyl) acrylate, tripropylene glycol two (methyl) acrylate, tetramethylolmethane two (methyl) acrylate monostearate, Tetraglycol 99 two (methyl) acrylate, polyoxyethylene glycol two (methyl) acrylate, polypropylene glycol two (methyl) acrylate, tetramethylolmethane three (methyl) acrylate monostearate, trimethylolpropane tris (methyl) acrylate, TriMethylolPropane(TMP) epoxy pronane modification three (methyl) acrylate, lead cyanogen urea acid oxyethane modification three (methyl) acrylate, TriMethylolPropane(TMP) oxyethane modification three (methyl) acrylate, Dipentaerythritol five (methyl) acrylate, Dipentaerythritol six (methyl) acrylate, tetramethylolmethane four (methyl) acrylate, (methyl) acrylate addition of 2 moles is not at two on the terminal hydroxy group and the oligomer that obtains of polyester, (methyl) vinylformic acid addition more than 2 moles is on the not terminal hydroxy group of polyester and the oligomer that obtains, (methyl) acrylate monomer addition of hydroxyl is on the isocyanate group of many functional group isocyanates's compound and poly-(methyl) esters of acrylic acid such as the compound that obtains.
(11) list (methyl) esters of acrylic acid of ω-hydroxyl polylcaprolactone monomer (methyl) acrylate, phthalic acid list hydroxyethyl (methyl) acrylate, 2-hydroxyl-hydroxy-containing compounds such as 3-phenoxy propyl (methyl) acrylate.
(12) other compound such as acrylic acid dimer, 2-ethylhexyl Trivalin SF (methyl) acrylate.
Wherein, acrylate is meant acrylate or methacrylic ester.
Consider that from the aspect that solvability is good the number-average molecular weight of polymerizable unsaturated compound is preferably about 40-4000, more preferably about 100-2500.
Filming from silicon rubber must have excellent elongation aspect and consider, polymerizable unsaturated compound is preferably that to contain a kind of molecular weight at least be 800～2000 two functionality urethane acrylate oligomers.
B. modified resin
Modified resin can promote to improve the sticking power on silicon rubber of filming that is formed by composition of the present invention, can use the method for modifying of enumerating below.
(1) raw material and weight part:
100～500 parts in silane
500～2000 parts of polyvalent alcohols
500～1000 parts of isocyanic ester
100～500 parts of hydroxy acryl acid ester monomers
0.1～1 part of dibutyl tin laurate.
(2) building-up process is for to be added drop-wise to dibutyl tin laurate, polyether glycol, polyester polyol, α to vulcabond; in the mixture of ω two hydrocarbon hydroxyl polysiloxane, special polyols and silane; under nitrogen protection; 50 ℃-80 ℃ following stirring reaction a few hours; make the transparent base polyurethane prepolymer for use as that contains the siloxanes segment; again by dripping hydroxy acryl acid ester monomer; and, obtain viscosity and be 2000～40000mPa.s/30 ℃ modified resin 50 ℃-80 ℃ down insulations 1～4 hour.
(3) synthetic used silane is at least a in aminosilane, modified amido silane, epoxy silane, methacryloxy silane, hydrosulphonyl silane, urea groups silane, vinyl silanes, isocynate silane, estersil, the silicon ester.
(4) synthetic used polyvalent alcohol is polyether glycol, polyester polyol, α, ω two hydrocarbon hydroxyl polysiloxane, special polyols at least a.
(5) synthetic used isocyanic ester is at least a in tolylene diisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, dicyclohexyl methane diisocyanate, the Methylcyclohexyl diisocyanate.
(6) synthetic used hydroxy acryl acid ester monomer is at least a of pentaerythritol triacrylate, hydroxyethyl methylacrylate, Hydroxyethyl acrylate, Propylene glycol monoacrylate.
C. light trigger
Light trigger can promote polyreaction, the crosslinking reaction of polymerizable unsaturated compound by the irradiation of activation-energy-ray.
As light trigger; can enumerate st-yrax; benzoin methyl ether; Benzoin ethyl ether; the 2-benzoin methyl; the benzyl benzil; benzylacetone; diphenyl sulfide; tetramethylthiuram monosulfide; di-acetyl; eosin; thionine; Michler's keton; anthracene; anthraquinone; methyl phenyl ketone; α; α;-hydroxyl phenyl isopropyl ketone; p-isopropyl-Alpha-hydroxy phenyl isopropyl ketone; α-Er Lv-4-Ben Yangjibenyitong; 1-hydroxyl-1-cyclohexylbenzene ethyl ketone; 2; 2-dimethoxy-2-phenyl methyl phenyl ketone; methyl benzoylformate; 2-methyl isophthalic acid-[4-(methyl sulfo-) phenyl]-2-morpholino propylene; thioxanthone; benzophenone; 2; 2-dimethoxy-1.2-diphenylethane-1-1 ketone; 1-hydroxyl ring ethyl ketone; 1-hydroxy-cyclohexyl phenyl ketone; 2-methyl isophthalic acid-[4-(methyl sulfo-) phenyl]-2-morpholino acetone; 1; 2-benzyl-2-dimethylamino-1-(4-morpholino phenyl)-butanone; 1; 2-hydroxy-2-methyl-1-phenyl-propane-1-ketone; 2; 4; 6-trimethylbenzoyl diphenyl phosphine oxide; 1-4[4-(2-hydroxyl-oxethyl) phenyl]-2-hydroxy-2-methyl-1-propane-1-ketone; two (cyclopentadienyl)-two (2,6-two fluoro-3-(pyrryl) titaniums); 2-hydroxy-2-methyl-1-phenyl-propane-1-ketone; the diacyl phosphine oxide; (η
5-2,4-cyclopentadiene-1-yl) [(1,2,3,4,5,6 ,-η)-(1-methylethyl) benzene]-iron (1+)-hexafluoro phosphine oxide (1-) etc.
As light trigger, can use above-claimed cpd separately a kind, also can be used in combination wherein more than 2 kinds.
Consider that from the aspect that the solidified nature of composition is good with respect to the polymerizable unsaturated compound of 100 weight parts, the blending ratio of light trigger is preferably the 0.1-10 weight part, more preferably 2～5 weight parts.
D. auxiliary agent
In coating composition of the present invention, except neccessary composition, can add sensitizer, stablizer, matting agent, flow agent, dispersion agent, defoamer, matting agent etc. as required.Be coating agent class commonly used.
It is pointed out that in the preparation of coating, can be by with polymerizable unsaturated compound, modified resin, light trigger and add the auxiliary agent blending dispersion as required and in organic solvent, modulate.As organic solvent, can enumerate varsol, esters solvent, ether solvent, alcoholic solvent etc.In addition, also can use low viscous polymerizable unsaturated compound, modulation no-solvent type coating as reactive diluent.
The compound method of coating of the present invention is as follows:
(1) the formation method of filming
, coating composition of the present invention can form cured coating film by application on silicon rubber, activation energy radial curing.
Coating composition of the present invention can be used as at the coating of having implemented application on the surface-treated silicon rubber base materials such as corona treatment, flame treating and uses.
As the silicon rubber base material, have no particular limits, can enumerate silastic press key, silicon rubber mobile phone overcoat, silicone rubber roll etc.
When coating composition of the present invention being coated with when being contained on the silicone rubber based material, can select dope viscosity adjusted to and be coated with 4# cup (25 ℃) 10-60 about second, the solid state component containing ratio is adjusted to about the 20-100 weight percent, on coated article, carry out application then by methods such as electrostatic coating, hydraulic spraying, aerial sprayings, this application thickness is preferably 8-50um with cured coating film, more preferably 15-40um.
The wet coating of application can be heated to room temperature or the temperature below 100 ℃ as required, and after the organic solvent evaporation in filming was removed, the irradiation activation-energy-ray made its curing.
As activation-energy-ray, for example can enumerate ultraviolet ray, sunlight, visible light, X ray, electron rays, ion irradiation etc.
As activation-energy-ray, preferred use ultraviolet ray, as its generating unit, for example can enumerate mercuryvapour lamp, high pressure mercury vapour lamp, extra-high-pressure mercury vapour lamp, lamp, carbon arc, metal halide lamp, gallium lamp, chemical lamp, ultraviolet laser lamp.
In addition, the irradiation dose of activation-energy-ray can suitably determine according to its kind.The ultraviolet irradiation amount has no particular limits, usually preferably at 100-3000mJ/cm
2About scope in.In addition, preferably to quicken the amount irradiation about energy 50-3000KeV, about 1-20Mrad, the irradiation time of ultraviolet ray or electron rays was preferably 0.5 second about-5 minutes to electron rays usually.In addition, when irradiation activation ray solidifies wet coating, preferably under nitrogen atmosphere or under the carbon dioxide atmosphere, carry out as required.
Beneficial effect of the present invention: by the present invention, can obtain following significant effect:, can form for good the filming of sticking power of having implemented surface-treated silicon rubber base materials such as corona treatment, flame treating according to activation energy radial curing paint composition of the present invention; Activation energy radial curing paint composition of the present invention has activation energy radial curing, so can reduce the curing of coating operation and reduce heat energy, efficient height, energy consumption are low.
Embodiment:
Below, enumerate embodiment and comparative example, further specifically describe the present invention.But the present invention is not subjected to the qualification of following embodiment.In individual example, part and % are weight basis.And thickness is all based on solidifying thickness.
In addition, film performance test in embodiment and comparative example, as the base material of coated article, is used growing * wide * carry out the material that flame treating obtains on the thick silicon rubber as 30mm * 10mm * 2mm size.
1, the modulation of activation energy radial curing paint composition
Embodiment 1
Isophorone diisocyanate is added drop-wise in the mixture that dibutyl tin laurate, molecular weight are 400 polyester glycol and 3-aminopropyl trihydroxy methyl silane; under nitrogen protection; 50 ℃～80 ℃ following stirring reactions 4 hours; make the transparent base polyurethane prepolymer for use as that contains the siloxanes segment; again by dripping hydroxyethyl methylacrylate; and, obtain viscosity and be 3000mPa.s/30 ℃ modified resin 50 ℃～80 ℃ down insulations 2 hours.
To synthesize 0.5 part of 5 parts of gained modified resin, 10 parts of pentaerythritol triacrylate single-hard ester acid esters, two 40 parts of functional polyurethane acrylate oligomers, 1-hydroxy-cyclohexyl benzophenone (light trigger), 2; 4; 3 parts of 6-trimethylbenzoyl diphenyl phosphate oxidations (light trigger); 0.5 part of flow agent (BYK-333) toluene and pimelinketone etc. blending dispersion in the weight mixed solvent; viscosity is adjusted into is coated with 4# cup (25 ℃) 13 seconds, obtain ultraviolet-curable coating composition (I-1).
Embodiment 2
The 3-aminopropyl trimethyl silane in the 3-isocyanate group triethoxyl silane replacement embodiment 1 that uses equivalent, carry out 1 identical operations, obtain ultraviolet-curable coating composition (I-2) with embodiment.
Embodiment 3
Tolylene diisocyanate is added drop-wise in the mixture that dibutyl tin laurate, molecular weight are 1000 polyether glycol and 3-aminopropyl trihydroxy methyl silane; under nitrogen protection; 50 ℃～80 ℃ following stirring reactions 6 hours; make the transparent silane segmental base polyurethane prepolymer for use as that contains; again by dropwise addition of acrylic acid hydroxyl ethyl ester; and, obtain viscosity and be 35000mPa.s/30 ℃ modified resin 50 ℃～80 ℃ down insulations 3 hours.
To synthesize 0.5 part of 5 parts of gained modified resin, 10 parts of pentaerythritol triacrylate single-hard ester acid esters, two 40 parts of functional polyurethane acrylate oligomers, 1-hydroxy-cyclohexyl benzophenone (light trigger), 2; 4; 3 parts of 6-trimethylbenzoyl diphenyl phosphate oxidations (light trigger); 0.5 part of flow agent (BYK-333) toluene and pimelinketone etc. blending dispersion in the weight mixed solvent; viscosity is adjusted into is coated with 4# cup (25 ℃) 13 seconds, obtain ultraviolet-curable coating composition (I-3).
Comparative example 1
Except not using the modified resin, carry out 1 identical operations with embodiment, obtain ultraviolet-curable coating composition (I-4).
Comparative example 2
The 3-aminopropyl trimethyl silane in the vinyltrimethoxy silane replacement embodiment 1 that uses equivalent, carry out 1 identical operations, obtain ultraviolet-curable coating composition (I-5) with embodiment.
2, film performance test
Carried out on the surface-treated silicon rubber base material above-mentioned, with aerial spraying difference application ultraviolet-curable coating composition (I-1)-(I-4), making its thickness was 18um, 80 ℃ of following preheatings 3 minutes.Then, the face that is coated with of preheating is shone ultraviolet ray in 15 seconds (the summit wavelength is 365nm), make irradiation dose reach 2000mj/cm with high voltage mercury lamp
2Thereby curing of coating is made the application of ultraviolet-curable coating composition (I-1)-(I-5) thus respectively and is implemented plate.
Implement plate with above-mentioned each application that obtains, silicon rubber base material is separately carried out the performance test of film adhesive according to following method.
Sticking power: to filming on each test board, with reference to GB/T 9286-1998, test-results is as shown in table 1.
Table 1
As can be seen from the table: the sticking power of embodiment is very strong, and the sticking power of comparative example a little less than.
Sticking power rank parameter of the present invention:
0 grade: the cut edge is level and smooth fully, and none lattice comes off.
1 grade: at the otch infall a little coating shedding is arranged, can not be but the cross cut area is influenced obviously greater than 5%.
2 grades: at the otch infall and/or along notching edge coating shedding is arranged, affected cross cut area is obviously greater than 5%, but can not be obviously greater than 15%.
3 grades: coating printing ink cut edge partly or entirely comes off with big fragment, and/or on grid different sites top or all peel off, affected cross cut face is known obviously greater than 15%, but can not be obviously greater than 35%.
4 grades: the big fragment in coating cut edge peels off, and/or coming off all appears in some grid parts.Affected cross cut area is obviously greater than 35%, but can not be obviously greater than 65%.
5 grades: the degree of peeling off is above 4 grades.
The above only is a better embodiment of the present invention, so all equivalences of doing according to the described structure of patent claim of the present invention, feature and principle change or modify, is included in the patent claim of the present invention.
Claims (10)
1, a kind of activation energy radial curing paint that is used for silicon rubber, it is characterized in that: this coating is mixed by matrix resin, modified resin, light trigger, auxiliary agent, and its weight percent is:
Polymerizable unsaturated compound 20%～90%
Modified resin 5%～20%
Light trigger 0.1%～5%
Auxiliary agent 0～5%.
2, a kind of activation energy radial curing paint that is used for silicon rubber according to claim 1, it is characterized in that: the number-average molecular weight of described polymerizable unsaturated compound is 40-4000.
3, a kind of activation energy radial curing paint that is used for silicon rubber according to claim 1 is characterized in that: contain a kind of molecular weight in the polymerizable unsaturated compound at least and be 800～2000 two functionality urethane acrylate oligomers.
4, a kind of activation energy radial curing paint that is used for silicon rubber according to claim 1 is characterized in that: described modified resin forms by following weight part raw material is synthetic:
100～500 parts in silane
500～2000 parts of polyvalent alcohols
500～1000 parts of isocyanic ester
100～500 parts of hydroxy acryl acid ester monomers
0.1～1 part of dibutyl tin laurate.
5, a kind of activation energy radial curing paint that is used for silicon rubber according to claim 3 is characterized in that: the synthetic used silane of described modified resin is at least a in aminosilane, modified amido silane, epoxy silane, methacryloxy silane, hydrosulphonyl silane, urea groups silane, vinyl silanes, isocynate silane, estersil, the silicon ester.
6, a kind of activation energy radial curing paint that is used for silicon rubber according to claim 3, it is characterized in that: the synthetic used polyvalent alcohol of described modified resin is polyether glycol, polyester polyol, α, ω two hydrocarbon hydroxyl polysiloxane, special polyols at least a.
7, a kind of activation energy radial curing paint that is used for silicon rubber according to claim 3, it is characterized in that: the synthetic used isocyanic ester of described modified resin is at least a in tolylene diisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, dicyclohexyl methane diisocyanate, the Methylcyclohexyl diisocyanate.
8, a kind of activation energy radial curing paint that is used for silicon rubber according to claim 3 is characterized in that: the synthetic used hydroxy acryl acid ester monomer of described modified resin is at least a of pentaerythritol triacrylate, hydroxyethyl methylacrylate, Hydroxyethyl acrylate, Propylene glycol monoacrylate.
9; a kind of activation energy radial curing paint that is used for silicon rubber according to claim 3; it is characterized in that: described modified resin synthesis step is: isocyanic ester is added drop-wise to dibutyl tin laurate; polyether glycol; polyester polyol; α; ω two hydrocarbon hydroxyl polysiloxane; in the mixture of special polyols and silane; under nitrogen protection; 50 ℃～80 ℃ following stirring reaction a few hours; make the transparent base polyurethane prepolymer for use as that contains the siloxanes segment; again by dripping hydroxy acryl acid ester monomer; 50 ℃～80 ℃ down insulations 1～4 hour, obtain viscosity and be 2000～40000mPa.s/30 ℃ modified resin.
10, a kind of activation energy radial curing paint that is used for silicon rubber according to claim 1 is characterized in that: described auxiliary agent comprises one or more of sensitizer, stablizer, matting agent, flow agent, dispersion agent, defoamer.
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| CN2008102197894A CN101429353B (en) | 2008-12-09 | 2008-12-09 | Activation energy radial curing paint for silicon rubber |
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| CN2008102197894A CN101429353B (en) | 2008-12-09 | 2008-12-09 | Activation energy radial curing paint for silicon rubber |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103665882A (en) * | 2012-09-19 | 2014-03-26 | 浙江三元电子科技有限公司 | Heat conduction silicon rubber composite material, heat conduction silicon sheet and preparation method of heat conduction silicon sheet |
| CN104059198A (en) * | 2013-12-16 | 2014-09-24 | 广州源泰合成材料有限公司 | Preparation method for multifunctional plastic additive |
| CN104341296A (en) * | 2014-09-05 | 2015-02-11 | 广州大禹防漏技术开发有限公司 | Grafting modified ultraviolet crosslinking polyolefin waterproof film and preparation method thereof |
| TWI478821B (en) * | 2010-12-30 | 2015-04-01 | Hon Hai Prec Ind Co Ltd | Mark printing method |
-
2008
- 2008-12-09 CN CN2008102197894A patent/CN101429353B/en active Active
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI478821B (en) * | 2010-12-30 | 2015-04-01 | Hon Hai Prec Ind Co Ltd | Mark printing method |
| CN103665882A (en) * | 2012-09-19 | 2014-03-26 | 浙江三元电子科技有限公司 | Heat conduction silicon rubber composite material, heat conduction silicon sheet and preparation method of heat conduction silicon sheet |
| CN103665882B (en) * | 2012-09-19 | 2016-04-20 | 浙江三元电子科技有限公司 | A kind of thermally conductive silicone rubber composite material, heat-conducting silica gel sheet and preparation method thereof |
| CN104059198A (en) * | 2013-12-16 | 2014-09-24 | 广州源泰合成材料有限公司 | Preparation method for multifunctional plastic additive |
| CN104059198B (en) * | 2013-12-16 | 2016-06-08 | 广州源泰合成材料有限公司 | The preparation method of a kind of multifunctional plastic auxiliary agent |
| CN104341296A (en) * | 2014-09-05 | 2015-02-11 | 广州大禹防漏技术开发有限公司 | Grafting modified ultraviolet crosslinking polyolefin waterproof film and preparation method thereof |
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| CN101429353B (en) | 2011-06-22 |
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