CN102260455A - A coating, and an optical element comprising the coating - Google Patents
A coating, and an optical element comprising the coating Download PDFInfo
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- CN102260455A CN102260455A CN2010101903500A CN201010190350A CN102260455A CN 102260455 A CN102260455 A CN 102260455A CN 2010101903500 A CN2010101903500 A CN 2010101903500A CN 201010190350 A CN201010190350 A CN 201010190350A CN 102260455 A CN102260455 A CN 102260455A
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- caprolactone
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Abstract
The invention provides a coating. The coating is formed through steps that: a first mixture containing siloxane, silica sol, a catalyst and a cosolvent is hydrolyzed and condensed; a second mixture containing a viscosifier and a curing agent is added to the obtained condensate; a substrate is filmed by the obtained material, and the material is solidified, such that the coating is formed. The viscosifier is caprolactone or methacrylic caprolactone. The invention also provides an optical element with the coating formed on the surface. According to the invention, caprolactone or methacrylic caprolactone is adopted as the viscosifier, such that the viscosity of the coating can be effectively improved, and the adhesive force of the coating on a substrate is improved.
Description
Technical field
The invention belongs to technical field of coatings, be specifically related to a kind of coating and a kind of optical element.
Background technology
Optical plastics, light weight is cheap, has that density is low, shock-resistant, good toughness, easily machine-shaping, can absorb excellent performance such as ultraviolet ray, has been widely used in purposes such as optical lens, glasses lens, car light, dashboard, luminaire housings.But that its maximum defective is exactly a hardness is low, the surface easily is worn, anti-scratch ability, and it uses the problem in field to become restriction optical plastics work-ing life and development.Therefore the surface protection to optical plastics just becomes the prerequisite that is extensive use of these materials.
The wear-resistant coating of optical plastics mainly adopts polysiloxane, multi-functional acrylate, urethane and chemical Vapor deposition process (PVD) at present.Wherein there are limitation in multi-functional acrylate's abrasion property and hardness, PVD apparatus expensive, production cost height; Polysiloxane obtains increasingly extensive application because of the advantage that technology is simple, easy to operate, with low cost, excellent property, storage period are long.
For example CN101445701A discloses a kind of preparation method of single-component PC resisting surface abrasion and increasing surface hardness Clear paint, this method by multiple organoalkoxysilane the heating situation under, with the Zeo-karb is catalyzer, carry out cohydrolysis with deionized water, with organosilicon-modified acrylic epoxy aqueous isopropanol cohydrolysis, polycondensation adds solvent again, the elimination catalyzer adds an amount of solidifying agent and polyether modified siloxane and makes; Wherein multiple organoalkoxysilane is single functionality silane, two functionality silane, four functionality silane and organo silane coupling agents.But in this method,, cause more crisp, the easy warpage of coating that obtains at last, therefore cause the sticking power of coating and base material relatively poor because the existence of four functionality silane can produce the violent condensation of short distance molecule interchain in the hydrolytic condensation process.
Summary of the invention
The invention solves the coating that exists in the prior art and the technical problem of base material poor adhesive force.
The invention provides a kind of coating, described coating by the first mixture hydrolytic condensation that contains siloxanes, silicon sol, catalyzer and cosolvent, again add second mixture contain tackifier and solidifying agent after curing of coating form; Wherein, described tackifier are caprolactone or methacrylic acid caprolactone.
The present invention also provides a kind of optical element, and described optical element comprises transparent substrate and be positioned at the coating on transparent substrate surface that wherein, described coating is a coating provided by the invention.
Among the present invention, adopt caprolactone or methacrylic acid caprolactone as tackifier, can effectively improve the adhesivity of coating of the present invention and base material, make coating of the present invention keep transmittance, hardness and wear resistance preferably under the prerequisite, the bonding force of coating and base material is very high.Optical element of the present invention, surface have coating provided by the invention, because the sticking power of this coating and transparent substrate is very high, so need not transparent substrate is carried out pre-treatment, can obtain the higher optical element of sticking power.
Embodiment
The invention provides a kind of coating, described coating by the first mixture hydrolytic condensation that contains siloxanes, silicon sol, catalyzer and cosolvent, again add second mixture contain tackifier and solidifying agent after curing of coating form; Wherein, described tackifier are caprolactone or methacrylic acid caprolactone.
Among the present invention, issue unboiled water by siloxanes and silicon sol in the catalyzer condition earlier and separate condensation reaction, add the curing of tackifier and solidifying agent then and can obtain coating of the present invention.The present inventor finds by a large amount of experiments: add tackifier of the present invention in the hard coating composition in commonly used adding, coating that forms behind the curing of coating and base material have excellent sticking power; Described tackifier are caprolactone or methacrylic acid caprolactone.
Formula 3 formulas 4 formulas 5
Caprolactone has ring texture shown in the following formula 3, and itself is unstable, easy open loop polymerization reaction take place, and the thermoplastic polyester of structure shown in the production 4, the second-order transition temperature of this thermoplastic polyester-60 ℃ belongs to the viscosity polymer.Among the present invention, described tackifier generate a large amount of viscosity polymers by ring-opening polymerization, thereby increase the viscosity of system.Form the structure shown in the formula 5 after this thermoplastic polyester hydrolysis, end has-OH, and in the coating composition after the siloxanes hydrolysis end also have-OH, thereby by dehydrating condensation between the hydroxyl, make the viscosity of system further strengthen, thereby improve the sticking power of coating and base material.
Formula 6
The methacrylic acid caprolactone has structure shown in the following formula 6, and similarly, methacrylic acid caprolactone end also has-OH, also can and siloxanes hydrolyzed product generation hydroxyl between dehydration condensation, thereby improve the sticking power of coating and base material.Therefore, among the present invention, adopt caprolactone or methacrylic acid caprolactone when substrate surface forms described coating, sticking power is higher between coating and the base material, need not before filming base material to be carried out pre-treatment.
Gross weight with first mixture is a benchmark, and the content of siloxanes is 10-50%, and the content of silicon sol is 10-60%, and the content of catalyzer is 0.1-3%, and the content of cosolvent is 20-70%.Under the preferable case, be benchmark with the gross weight of first mixture, the content of siloxanes is 20-40%, and the content of silicon sol is 15-45%, and the content of catalyzer is 0.5-2%, and the content of cosolvent is 30-50%.
Described siloxanes is art technology various siloxanes commonly used, for example can following formula 1 or formula 2 shown in structure:
Formula 1 formula 2
Wherein, R
1-R
8Be the alkyl of carbonatoms 1-10 independently of one another, for example can be-CH
3,-CH
2CH
3,-CH (CH
3)
2,-CH
2CH (CH
3)
2,-(CH
2)
5CH (CH
3)
2Or-C (CH
3)
2CH
2CH
2C (CH
3)
3Deng, do not enumerate one by one among the present invention.Under the preferable case, R
1-R
8Be independently of one another-CH
3Or-CH
2CH
3More preferably under the situation, described siloxanes can be methyltrimethoxy silane, Union carbide A-162, dimethyldiethoxysilane, dimethyldimethoxysil,ne.
The median size of described silicon sol is 10-50nm.Described silicon sol is mainly used in and strengthens organosilicon system resistance to marring and hardness in the coating composition, and silicon sol is with nanometer SiO
2The form of particle is embedded among the film forming long-chain, has avoided the violent condensation of short distance molecule interchain in the siloxanes hydrolytic condensation process to cause the crisp perk that falls of rete; In addition, the silicon sol shrinkage cavity that can eliminate film coated surface makes the smooth zero defect of gained coatingsurface.Among the present invention, described silicon sol can directly adopt and be purchased product, for example can adopt the acidic silicasol or the model 25ST of chemical industry company limited of the Shanghai Hang Seng acidic silicasol of Suzhou Nano Dispersions Co., Ltd..
Described catalyzer is the common catalyzer that is used for the catalytic hydrolysis siloxanes of those skilled in the art, for example can be selected from an acidic catalysts such as acetic acid, methylene-succinic acid, oxalic acid, hydrochloric acid, nitric acid.
Described cosolvent is various common organic solvent in the prior art, for example can be hydrophilic solvents such as ethanol, propyl alcohol, ether, glycol ether, propylene glycol, Virahol.
Described first preparation process of mixture can directly mix siloxanes, silicon sol, catalyzer, cosolvent and tackifier and obtains.Under the preferable case,, can adopt following steps preparations: earlier siloxanes and silicon sol are mixed, obtained mixture A in stirring at normal temperature 4-6 hour in the presence of the part catalyzer for improving the uniformly dispersed of first mixture; Then with residual catalyst together solvent evenly obtain mixture B; At last mixture B is poured among the mixture A, the dilution ageing can obtain described first mixture.
First mixture with 100 weight parts is a benchmark, and the consumption of second mixture is the 2-20 weight part.Under the preferable case, be benchmark with first mixture of 100 weight parts, the consumption of second mixture is the 5-15 weight part.
In order effectively to reduce coatingsurface tension force, increase the moist type of base material, improve the levelling property and the homogeneity of coating, can also contain flow agent in described second mixture.Described flow agent is organic silicon modified by polyether class or organic fluorine modified siloxane class, also can directly adopt and be purchased product, for example can be BYK333,301, AFCONA3770,3605, the FC430 of 3M company; The preferred FC430 that adopts.Gross weight with second mixture is a benchmark, and the content of tackifier is 40-80%, and the content of solidifying agent is 5-25%, and the content of flow agent is 10-40%.Described solidifying agent is the common various solidifying agent of those skilled in the art, for example can be N, N-dimethyl benzylamine, acetylacetone cobalt, dibutyl tin laurate, isopropyl titanate, stannous octoate, guanidine acetate, trolamine.
Curing of coating of the present invention adopts the mode of filming commonly used in the prior art to film, and reacts by condensation cross-linking under condition of cure then, obtains described coating.The solidified condition comprises: solidification value is 60-120 ℃, and be 40-120min set time.Described filming adopted the common various modes that form coating on base material of those skilled in the art, for example can adopt a kind of in blade coating, roller coating, spraying, the brushing.
The invention provides a kind of optical element, described optical element comprises transparent substrate and is positioned at the coating on transparent substrate surface that described coating is a coating provided by the invention.
Described transparent substrate is the common various transparent substrates that can be used as optical plastics in this area, for example can be acrylic resin, styrene resin, polycarbonate (PC), vibrin.
In order to guarantee enough shock resistances, the thickness of the coating of optical element is unsuitable excessive, and coat-thickness is the 0.5-5 micron generally speaking, is preferably the 1-3 micron.
The preparation method of optical element provided by the invention, can adopt the method for filming commonly used in the prior art on transparent substrate, to form coating, for example coating composition can be coated in the transparent substrate surface by various common modes, curing can obtain coating of the present invention on the transparent substrate surface then, thereby prepares optical element of the present invention.For guaranteeing that coating forms suitable thickness on the surface of transparent substrate, the consumption of coating composition is 0.05-0.8g/cm
2
Among the present invention, when transparent substrate surface preparation coating of the present invention, adopt caprolactone or methacrylic acid caprolactone as tackifier, can effectively improve the sticking power of coating and transparent substrate, thereby, need not transparent substrate is carried out complicated pre-treatment during optical element of the present invention in preparation, for example pre-treatment process such as chromic anhydride alligatoring, directly add the coating composition of solidifying agent in the transparent substrate surface-coated, curing can obtain.
The present invention is further illustrated below in conjunction with embodiment.In embodiment and the Comparative Examples, the raw material that is adopted all is available commercially.
Embodiment 1
(1) 30g methyltrimethoxy silane, 38g Suzhou are received enlightening silicon sol (median size 10nm), 0.8g acetic acid and mixed, 5 ℃ are stirred 4h down, obtain mixture A1; 50g Virahol and 1.2g acetic acid are mixed, obtain mixture B1; With 6.0g caprolactone, 0.38g FC430 and 0.12g N, the N-dimethyl benzylamine mixes, and obtains mixture C 1.
(2) in mixture A1, add mixture B1, stir back room temperature ageing 7 days; Add mixture C 1 again and stir 30min, mix the back and directly brush on a surface of transparent PC plate, the brushing consumption is 0.1g/cm
2, 80 ℃ are toasted 30min down, are warming up to 120 ℃ of baking 90min, obtain the optical element of present embodiment, are designated as S1.
Embodiment 2
Adopt the method identical with embodiment 1 to prepare optical element, difference is,
In the step (1), enlightening silicon sol (median size 10nm), 0.8g acetic acid are received in 40g Union carbide A-162,30g Suzhou mix, 5 ℃ are stirred 4h down, obtain mixture A1; 50g Virahol and 1.2g acetic acid are mixed, obtain mixture B1; With 5.0g caprolactone, 0.38g FC430 and 0.12g N, the N-dimethyl benzylamine mixes, and obtains mixture C 1.
By above-mentioned steps, obtain the optical element of present embodiment, be designated as S2.
Embodiment 3
Adopt the method identical with embodiment 1 to prepare optical element, difference is,
In the step (1), enlightening silicon sol (median size 10nm), 1.2g methylene-succinic acid are received in 10g Union carbide A-162,52g Suzhou mix, 5 ℃ are stirred 4h down, obtain mixture A1; 60g Virahol and 2.2g methylene-succinic acid are mixed, obtain mixture B1; 13.0g caprolactone, 0.38g FC430 and 0.12g N, the N-dimethyl benzylamine mixes, and obtains mixture C 1.
By above-mentioned steps, obtain the optical element of present embodiment, be designated as S3.
Embodiment 4
Adopt the method identical with embodiment 1 to prepare optical element, difference is,
In the step (1), in the step 1), enlightening silicon sol (median size 10nm), 0.8g acetic acid are received in 30g Union carbide A-162,38g Suzhou mix, 5 ℃ are stirred 4h down, obtain mixture A1; 50g Virahol and 1.2g acetic acid are mixed, obtain mixture B1; With 6.0g caprolactone and 0.12g N, the N-dimethyl benzylamine mixes, and obtains mixture C 1.
By above-mentioned steps, obtain the optical element of present embodiment, be designated as S4.
Embodiment 5
Adopt the method identical with embodiment 1 to prepare optical element, difference is,
In the step (1), with the N among the 0.15g dibutyl tin laurate replacement embodiment 1, N-dimethyl benzylamine.
By above-mentioned steps, obtain the optical element of present embodiment, be designated as S5.
Embodiment 6
Adopt the method identical with embodiment 1 to prepare optical element, difference is,
In the step (2), the brushing consumption is 0.8g/cm
2, 80 ℃ are toasted 30min down, are warming up to 120 ℃ of baking 90min.
By above-mentioned steps, obtain the optical element of present embodiment, be designated as S6.
Embodiment 7
Adopt the method identical with embodiment 1 to prepare optical element, difference is,
In the step (2), the brushing consumption is 0.05g/cm
2, 60 ℃ are toasted 30min down, are warming up to 110 ℃ of baking 90min.
By above-mentioned steps, obtain the optical element of present embodiment, be designated as S7.
Comparative Examples 1
Adopt the method identical with embodiment 1 to prepare the coating composition B1 of this Comparative Examples, difference is:
In the step (1), enlightening silicon sol (median size 10nm), 0.8g acetic acid are received in 30g methyltrimethoxy silane, 38g Suzhou mix, 5 ℃ are stirred 4h down, obtain mixture D A1; 50g Virahol and 1.2g acetic acid are mixed, obtain mixture D B1; With 0.38g FC430 and 0.12g N, the N-dimethyl benzylamine mixes, and obtains mixture D C1.
By above-mentioned steps, obtain the optical element of this Comparative Examples, be designated as DS1.
Comparative Examples 2
Adopt CN101445701A embodiment one disclosed method to prepare the polycarbonate lens of this Comparative Examples, be designated as DS2.
Comparative Examples 3
Adopt CN101445701A embodiment one disclosed method to prepare the polycarbonate lens of this Comparative Examples, difference is: omit following steps: polycarbonate surface is cleaned, adopt 50%NaOH to soak 6-7 minute, adopt the multiple tracks deionized water to clean then, clean with Virahol at last.Directly polycarbonate lens is placed the groove of filming to carry out dip-coating.
By above-mentioned steps, obtain the polycarbonate lens of this Comparative Examples, be designated as DS3.
Performance test:
1, transmittance test:
Adopt LCD-5200 photoelectric characteristic tester, the coating on scanning 380-780nm wave band optical element sample S11-S77 and D11-D33 surface, according to each wave band distribution character of the disclosed sunlight of GBT 2680-1994, calculate the transmittance of each sample surfaces at visible light.
2, hardness test
According to standard No. is the described method of GB/6739T, the hardness of the coating on test S11-S77 and D11-D33 surface.Use pencil hardness tester, the Mitsubishi's pencil with Japanese under 1kg power pushed away at substrate surface, drew 3 times, and the coatingsurface not damaged is designated as OK; 1 time slight scuffing being arranged in 3 times is NO.
3, wearability test: (Steel Wool Test)
Use the 000# Steel Wool, under the pressure and 2cm/s speed of 250N, on sample surfaces friction certain 20 times back and forth, the visual inspection sample surfaces scratches degree.
4, sticking power test
On S11-S77 and D11-D33 top coat, draw 100 1 millimeter * 1 millimeter square lattice with drawing the lattice device.The model of producing with Minnesota Mining and Manufacturing Company is 250 smooth being bonded on the grid of scotch tape, does not stay a space, uncovers with the fastest speed 60 degree angles then, and whether observe cut edge has depainting.As being 5B without any depainting, the depainting amount is 4B between 0-5%, is 3B between the 5-15%, is 2B between the 15-35%, is 1B between the 35-65%, is 0B more than 65%.
5, ultraviolet accelerated deterioration (QUV) test
Adopt QUV corrosion instrument, earlier sample S11-S77 and D11-D33 are carried out the UV rayed of 4h, (wavelength 340nm, power 0.63W/m
2, 60 ℃ of temperature), pass through the hygrothermal environment (50 ℃) of 4h then, be designated as once circulation; Through 12 circulation experiments, adopt the sticking power of above-mentioned testing method 4 test sample surface.
Test result is as shown in table 1.
Table 1
| Sample | Transmittance % | Hardness | Wear resistance | Sticking power | QUV-sticking power |
| S?1 | 94 | 6H | Do not have and scratch | 5B | 5B |
| S2 | 91 | 5H | Do not have and scratch | 4B | 5B |
| S3 | 92 | 5H | Do not have and scratch | 4B | 4B |
| S4 | 90 | 5H | Do not have and scratch | 4B | 5B |
| S5 | 92 | 5H | Do not have and scratch | 5B | 5B |
| S6 | 90 | 5H | Do not have and scratch | 5B | 5B |
| S7 | 90 | 5H | Do not have and scratch | 5B | 5B |
| DS1 | 92 | 3H | 2-3 road cut | 3B | 0B |
| DS2 | 94 | Draw brokenly, can't test | Rete is cracked | 0B | 0B |
| DS3 | 92 | Draw brokenly, can't test | Rete is cracked | 0B | 0B |
As can be seen from Table 1, the optical element S1-S7 that the surface has coating of the present invention reaches more than 90% at the maintenance transmittance, wear resistance does not have any cut and hardness is under the prerequisite of 5H, more than the sticking power of coating and PC base material reaches up to 4B, obviously be better than the respective performances of Comparative Examples DS1-DS3 sample.
Particularly, from the result of S1-S7 and DS1, DS3 more as can be seen, adopt caprolactone or methacrylic acid caprolactone as tackifier in the coating composition of the present invention, need not base material is carried out pre-treatment before filming, the sticking power that can guarantee coating and base material reaches more than the 4B, near the sticking power of DS2 floating coat and base material, but adopts coating composition of the present invention to prepare coating and optical element, need not base material is carried out complicated pre-treatment process, work simplification.
Claims (12)
1. coating, described coating by the first mixture hydrolytic condensation that contains siloxanes, silicon sol, catalyzer and cosolvent, again add second mixture that contains tackifier and solidifying agent after curing of coating form; It is characterized in that described tackifier are caprolactone or methacrylic acid caprolactone.
2. coating according to claim 1 is characterized in that, is benchmark with the gross weight of first mixture, and the content of siloxanes is 10-50%, and the content of silicon sol is 10-60%, and the content of catalyzer is 0.1-3%, and the content of cosolvent is 20-70%.
3. coating according to claim 1 and 2, described siloxanes have the structure shown in formula 1 or the formula 2:
Wherein, R
1-R
8Be the alkyl of carbonatoms 1-10 independently of one another.
4. coating according to claim 3 is characterized in that R
1-R
8Be independently of one another-CH
3,-CH
2CH
3,-CH (CH
3)
2Or-CH
2CH (CH
3)
2
5. coating according to claim 1 and 2 is characterized in that, the median size of described silicon sol is 10-50nm.
6. coating according to claim 1 and 2 is characterized in that, described catalyzer is acetic acid, methylene-succinic acid, oxalic acid, hydrochloric acid or nitric acid.
7. coating according to claim 1 is characterized in that, is benchmark with first mixture of 100 weight parts, and the consumption of second mixture is the 2-20 weight part.
8. according to claim 1 or 7 described coatings, it is characterized in that, also contain flow agent in described second mixture; Gross weight with second mixture is a benchmark, and the content of tackifier is 40-80%, and the content of solidifying agent is 5-25%, and the content of flow agent is 10-40%.
9. according to claim 1 or 7 described coatings, it is characterized in that described solidifying agent is N, N-dimethyl benzylamine, acetylacetone cobalt, dibutyl tin laurate, isopropyl titanate, stannous octoate, guanidine acetate, trolamine.
10. coating according to claim 1 is characterized in that, described solidified condition comprises: solidification value is 60-120 ℃, and be 40-120min set time.
11. an optical element, described optical element comprise transparent substrate and are positioned at the coating on transparent substrate surface, it is characterized in that described coating is the described coating of claim 1.
12. optical element according to claim 11 is characterized in that, described transparent substrate is acrylic resin, styrene resin, polycarbonate, vibrin.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN104629500A (en) * | 2015-01-28 | 2015-05-20 | 江苏可奥熙光学材料科技有限公司 | Method for preparing hardening liquid for lens |
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Application publication date: 20111130 |