CN108913016A - A kind of organosilicon transparent wear rigidity-increasing dope and preparation method thereof - Google Patents
A kind of organosilicon transparent wear rigidity-increasing dope and preparation method thereof Download PDFInfo
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- CN108913016A CN108913016A CN201710242197.3A CN201710242197A CN108913016A CN 108913016 A CN108913016 A CN 108913016A CN 201710242197 A CN201710242197 A CN 201710242197A CN 108913016 A CN108913016 A CN 108913016A
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- coating
- transparent wear
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- silane
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
- C08K5/19—Quaternary ammonium compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
- C08K5/541—Silicon-containing compounds containing oxygen
- C08K5/5435—Silicon-containing compounds containing oxygen containing oxygen in a ring
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/04—Polysiloxanes
Abstract
The invention discloses a kind of organosilicon transparent wear rigidity-increasing dopes and preparation method thereof, it is mainly made of the mixture of tetraalkoxysilane, trialkoxy silane and dialkoxy silicane, in a solvent, under acid catalysis, hydrolytic polymerization, then coupling agent is added again suitable curing agent and curing accelerator is added and is made after curing 4-7 days.The coating can carry out reaction preparation in simple equipment at room temperature, and it can not need to vacuumize and remove low-boiling solvent, after latent curing agent is added, it is easy to transport, storage, simplified production technology is achieved the purpose that, has reduced energy consumption, reduces equipment investment, manufactured coating has the advantages that hardness is high, wearability is good, can save for a long time at room temperature, while the coating, in the dip-coating for transparent plastic substrates such as resin lens, not needing primary coat can directly dip-coating solidification.
Description
Technical field
The present invention relates to a kind of coating, more particularly to a kind of organosilicon transparent wear rigidity-increasing dope and preparation method thereof.
Background technique
Wear-resistant film start from the early 1970s, thought at that time glass lens it is not easy to wear be because its hardness is high, and
Organic lenses are then too soft so being prone to wear.Therefore quartz material is plated under vacuum condition organic lenses surface, forms one
The stone wear-resistant film of layer, but due to the mismatch of its coefficient of thermal expansion and chip base material, it is easy to demoulding and film layer embrittlement,
Therefore wear-resistant effect is undesirable.
After the 1980s, the mechanism that researcher theoretically has found that abrasion generates is not only related to hardness, film
Layer material has the double grading of " hardness/deformation ", i.e. the hardness of some materials is higher, but deformation is smaller, and some materials are hard
Spend it is lower, but deform it is larger.The wear-resistant film technology of the second generation is exactly to be plated by soaking technology method on the surface of organic lenses
A kind of hardness height and non-fragile material.
Summary of the invention
It is an object of the invention to overcome the deficiency of the prior art, provide a kind of organosilicon transparent wear rigidity-increasing dope and
Its production method has achieved the purpose that simplified production technology, has reduced energy consumption, reduces equipment investment, and manufactured coating has
The characteristic that hardness is high, wearability is good, can save for a long time at room temperature, while the coating is not required in the dip-coating for eyeglass
Want primary coat can directly dip-coating solidification.
The technical solution adopted by the present invention to solve the technical problems is：A kind of organosilicon transparent wear rigidity-increasing dope, packet
Include following component and parts by weight：
Tetraalkoxysilane 5~40
The mixture 10~60 of trialkoxy silane and dialkoxy silicane
Deionized water 5~25
Acid catalyst 1~10
Solvent 5~30
Coupling agent 1~10
Curing agent 0.02~1.5
The mixture of the trialkoxy silane and dialkoxy silicane is by 60~100 parts by weight of trialkoxy silane and two
0~40 parts by weight of alkoxy silane composition；Wherein the trialkoxy silane is three second of methyltrimethoxysilane or methyl
Oxysilane or methyl triacetoxysilane；The dialkoxy silicane is dimethylformamide dimethyl oxosilane or dimethyl two
Ethoxy silane or silicone oil.
The acid catalyst is dust technology or dilute sulfuric acid or dilute hydrochloric acid or spirit of vinegar or phthalic anhydride, preferably
For spirit of vinegar.
The solvent is ethyl alcohol, ethyl acetate, butyl acetate, butanone, pentanedione, isopropanol, butanol, ethylene glycol ethyl ethers
One of ether, diacetone alcohol, tetrahydrofuran, n,N-Dimethylformamide one-component object or the mixture of multiple groups part；Described
One-component object boiling point is 60~150 degree；Each component object boiling point in the mixture is 60~150 degree, and mid-boiling point is higher than 90
Degree or more component object be no less than 5%.
The coupling agent is γ aminopropyltriethoxy silane, γ-(2,3- the third oxygen of epoxy) propyl trimethoxy
The mixture or titanium of silane or γ aminopropyltriethoxy silane and γ-(2,3- the third oxygen of epoxy) propyl trimethoxy silicane
Acid esters coupling agent.
The curing agent is tetramethylammonium hydroxide or tetrabutylammonium hydroxide or tetra-alkyl ammonium hydroxide or tetraalkyl
The acetate of ammonium chloride or above-mentioned ammonium class.
The organosilicon transparent wear rigidity-increasing dope further includes curing accelerator；The curing accelerator is propylene
Amide or caprolactam or n,N-Dimethylformamide or boron trifluoride or γ aminopropyltriethoxy silane or tetrahydro furan
It mutters or butanone or pentanedione.
A kind of production method of organosilicon transparent wear rigidity-increasing dope, it includes the following steps：
A. by aforementioned formula parts by weight sequentially added into container trialkoxy silane and dialkoxy silicane mixture, four
Alkoxy silane, solvent, acid catalyst and deionized water are uniformly mixed, and hydrolysis is complete；
B. coupling agent and water are added into said mixture, after mixing, stands 4~7 days；
C. curing agent and curing accelerator is then added, can be used to dip-coating after mixing or spraying uses.
The present invention does not use silica solution, and directlys adopt tetraalkoxysilane, such as tetramethoxy-silicane or tetraethoxy
Silane, preferably use tetraethoxysilane, participate in inorganic-organic sol-gel hybridization reaction, with use silica
Colloidal sol is relatively easier to obtain the transparent hardening wear-resistant paint of uniform, colorless and transparent organosilicon.
Coating of the invention can synthesize at room temperature.The higher coating of the reaction temperature of system, peak transmission
Variation with solution digestion time is to decline fastly, and reaction temperature is the film of 10~30 DEG C of colloidal sol preparation, peak transmission
Rate decline is slower, and after 30 days, the peak transmission of film is also greater than 99%.The raising of reaction temperature, granularity size distribution have
Widened, in fact it could happen that a small amount of little particle reduces the transmissivity of coating.
In the mixture of trialkoxy silane and dialkoxy silicane, the ratio of trialkoxy silane is higher, crosslink density
Bigger, hardness is higher, and coating is also more crisp.The ratio of dialkoxy silicane is higher, and crosslink density is smaller, and hardness reduces, solidification is fast
Degree reduces, but the flexibility of coating improves.Wherein trialkoxy silane ratio accounts for 60~100%, dialkoxy silicane ratio
Account for 0~40%.Best, trialkoxy silane ratio accounts for 80~100%, and dialkoxy silicane ratio accounts for 0~20%.
Acid or alkali all can be used as the catalyst of alkoxy silane hydrolysis, but general seldom alkali, because it is to the organic of formation
The destruction of silica solution stability is larger, and under alkaline condition, organic silicon sol quickly becomes gel.Acid catalyst can use dilute sulphur
Acid, dilute hydrochloric acid, spirit of vinegar, phthalic anhydride etc., wherein acetic acid and dilute hydrochloric acid are most common hydrolysts, but it is used
Amount has to control, and the performance of excessively multipair coating also has an impact.The later pH value of acid, which is added, cannot be below 3.
The selection of solvent also has a great impact to the performance of coating.If selection is improper, not only the surface shape of coating is poor
(the defects of such as tangerine peel, hair mist, point), finish reduce, and the performances such as scratch resistance of coating can also be affected.Solvent
Boiling point should between 70-130 degree preferably.Boiling point is too low, and solvent volatilizees too fastly from coating, easily leads to coating microstrueture
On defect, make its scratch resistance reduced performance；Boiling point is too high, and solvent is not volatile, causes surface drying time too long, around here
Coating is influenced vulnerable to extraneous factor, leads to the reduction of film surface finish.Common solvent is mainly low fat alcohol or ketone, they
There is preferable dissolubility to siloxanes and its polymer, pollution-free, small to the destructiveness of substrate surface, price is relatively low.I-
PrOH is most common solvent, i-BuOH, EtOH, MeOH.EtOCH2CH2OH etc. is also more common；In addition there are
EtOCH2CH2OAc, MeCOEt, bis-acetylacetonate, diacetone alcohol, trioxane etc..
It in patent CN1053629A, reacts, prepares using hydroxy acrylic acid and the hydroxyl on colloidal silicon dioxide
The lotion of bottoming agent is not needed.Present invention silane coupling agent participates in hydridization reaction, and coating and plastics base equally can be improved
The adhesive force of body material.Coupling agent can use γ aminopropyltriethoxy silane, γ-(2,3- the third oxygen of epoxy) propyl three
Methoxy silane or γ aminopropyltriethoxy silane and γ-(2,3-the third oxygen of epoxy) propyl trimethoxy silicane it is mixed
Object etc. is closed, is mainly used for improving the cohesive force of coating and basis material, and in dip-coating process, after eyeglass cleans, no
Need primary coat can directly dip-coating, solidification.
Curing agent, which is added, can reduce the solidification temperature of coating, shorten curing time, the degree of cross linking of coating is improved, to mention
Its high scratch resistance intensity.Curing agent selection and additional amount are particularly significant, and the amount of inappropriate curing agent or addition excessively will lead to
The too early cohesion of colloidal sol, reduces the service life of coating.Common curing agent has second phthalein choline, second phthalein acetone aluminium, in addition there are
BF3Etherate etc..
But if using tetra-alkyl ammonium hydroxide and tetra-alkyl ammonium chloride as curing agent, on polycarbonate with
120 DEG C solidify 2 hours, still cannot get optimal hardness, and after continuing solidification 2 hours, hardness can be improved.Therefore, if being added one
Kind curing accelerator, so that it may accelerate curing rate.
Curing accelerator can be using acrylamide, caprolactam, n,N-Dimethylformamide, boron trifluoride etc., γ-
Aminopropyltriethoxywerene werene, tetrahydrofuran, butanone or pentanedione etc..
In use, by coating dip coating or being sprayed on plastics, the coating with a thickness of 1.5~5 microns is obtained, prior to 60
DEG C precuring after ten minutes, continuation solidify at 60~125 DEG C 1~6 hour be to form coating.
The invention has the advantages that due to using tetraalkoxysilane, trialkoxy silane and dialkoxy silicane
Mixture, in a solvent, under acid catalyst effect, then hydrolytic polymerization adds coupling agent again, after curing 4~7 days, is added
Suitable curing agent and curing accelerator are fabricated to organosilicon transparent wear rigidity-increasing dope, it can simply set at room temperature
Reaction preparation is carried out in standby, and can not need to vacuumize and remove low-boiling solvent, after latent curing agent is added, easily
In transport, storage, achievees the purpose that simplified production technology, reduced energy consumption, reduce equipment investment, manufactured coating tool
There is the advantages of hardness is high, wearability is good, can save for a long time at room temperature, while the coating is in the dip-coating for plastic substrate
When, not needing primary coat can directly dip-coating solidification；After solidification, frosting hardness is up to pencil hardness 6H or more.
Specific embodiment
Invention is further described in detail with reference to embodiments；But a kind of organosilicon transparent wear of the invention
Rigidity-increasing dope and preparation method thereof is not limited to the embodiment.
Tetraethoxysilane 8ml, methyltriethoxysilane is added in the three-necked bottle of a 250ml in embodiment one
30ml, dimethyl diethoxysilane 10ml, acetic acid 5ml, are then added isopropanol 10ml, ethylene glycol ethyl ether 10ml, and stirring is equal
It is even, deionized water 20ml is added dropwise at room temperature, discovery solution first becomes muddy, then bleach clarification again.After 2 hours, it is added
The water of γ-(2,3- the third oxygen of epoxy) propyl trimethoxy silicane 10ml and 2ml stands 6 days at room temperature, allows it after mixing
Curing.After 7 days, the tetrabutylammonium hydroxide aqueous solution that 2ml content is 10% is added.Then two drops (about 0.04ml) is added
Boron trifluoride etherate is as curing accelerator.
By with a thickness of the Polycarbonate plastic sheet of 1.2mm, degreasing, drying are cleaned in cleaning solution.It is then immersed in above-mentioned
Coating composition in, liquid level is lifted out with the speed of 25~30cm/min, obtains the coating with a thickness of 2~5 microns, then
At 60 DEG C after 10~20min of pre-hardening, continue in 120 DEG C of dry 120 minutes obtained coating hardness to be 4H.
Methyl triacetoxysilane 30ml, dimethyl diethyl is added in the three-necked bottle of a 250ml in embodiment two
Oxysilane 20ml, is then added isopropanol 10ml, and ethylene glycol ethyl ether 10ml stirs evenly, deionized water is added dropwise at room temperature
20ml.After 2 hours, the water of γ-(2,3- the third oxygen of epoxy) propyl trimethoxy silicane 10ml and 2ml is added, after mixing,
6 days are stood at room temperature, it is allowed to cure.After 6 days, the tetrabutylammonium hydroxide aqueous solution that 2ml content is 10% is added.Then again
Two drop (about 0.04ml) boron trifluoride etherates are added as curing accelerator.
Coating hardness is 3H after using the method being the same as example 1 preparation to harden on plastic sheet.
Tetraethoxysilane 8ml, methyltriethoxysilane is added in the three-necked bottle of a 250ml in embodiment three
30ml, dimethyl diethoxysilane 10ml, acetic acid 5ml, are then added isopropanol 10ml, ethylene glycol ethyl ether 10ml, and stirring is equal
It is even.After 2 hours, the water of γ-(2,3- the third oxygen of epoxy) propyl trimethoxy silicane 10ml and 2ml, after mixing, room is added
Temperature is lower to stand 6 days, it is allowed to cure 6 days.
Coating hardness is 3H after using the method being the same as example 1 preparation to harden on plastic sheet.
Tetraethoxysilane 40ml, methyltriethoxysilane is added in the three-necked bottle of a 250ml in example IV
Then 15ml, dimethyl diethoxysilane 5ml, acetic acid 5ml are added isopropanol 5ml, ethylene glycol ethyl ether 5ml, stir evenly,
Deionized water 20ml is added at room temperature.After 2 hours, be added γ-(2,3-the third oxygen of epoxy) propyl trimethoxy silicane 10ml and
The water of 2ml stands 6 days at room temperature after mixing, it is allowed to cure.After 6 days, the tetrabutylammonium hydrogen that 2ml content is 10% is added
Aoxidize aqueous ammonium.Then two drops (about 0.04ml) boron trifluoride etherate is added as curing accelerator.
Coating hardness is 5H after using the method being the same as example 1 preparation to harden on plastic sheet.
Tetraethoxysilane 8ml, methyltriethoxysilane is added in the three-necked bottle of a 250ml in embodiment five
30ml, dimethyl diethoxysilane 20ml, acetic acid 5ml, are then added isopropanol 10ml, ethylene glycol ethyl ether 10ml, and stirring is equal
It is even, deionized water 20ml is added at room temperature.After mixing, 6 days are stood at room temperature, it is allowed to cure.After 6 days, 2ml is added
The tetrabutylammonium hydroxide aqueous solution that content is 10%.Then two drops (about 0.04ml) boron trifluoride etherate is added
As curing accelerator.
Coating hardness is 4H after using the method being the same as example 1 preparation to harden on plastic sheet.
Claims (10)
1. a kind of organosilicon transparent wear rigidity-increasing dope, it is characterised in that：It includes following component and parts by weight：Tetraalkoxy
10~60 deionized water of mixture, 5~25 acid catalyst of 5~40 trialkoxy silane of silane and dialkoxy silicane
1~10 solvent, 5~30 coupling agent, 1~10 curing agent 0.02~1.5.
2. a kind of organosilicon transparent wear rigidity-increasing dope according to claim 1, it is characterised in that：Three alcoxyls
The mixture of base silane and dialkoxy silicane is by 60~100 parts by weight of trialkoxy silane and 0~40 weight of dialkoxy silicane
Measure part composition.
3. a kind of organosilicon transparent wear rigidity-increasing dope according to claim 1 or 2, it is characterised in that：Described three
Alkoxy silane is methyltrimethoxysilane or methyltriethoxysilane or methyl triacetoxysilane.
4. a kind of organosilicon transparent wear rigidity-increasing dope according to claim 1 or 2, it is characterised in that：Described two
Alkoxy silane is dimethylformamide dimethyl oxosilane or dimethyl diethyl oxosilane or silicone oil.
5. a kind of organosilicon transparent wear rigidity-increasing dope according to claim 1, it is characterised in that：The acid catalysis
Agent is dust technology or dilute sulfuric acid or dilute hydrochloric acid or spirit of vinegar or phthalic anhydride.
6. a kind of organosilicon transparent wear rigidity-increasing dope according to claim 1, it is characterised in that：The solvent is
Ethyl alcohol, ethyl acetate, butyl acetate, butanone, pentanedione, isopropanol, butanol, ethylene glycol ethyl ether, diacetone alcohol, tetrahydrofuran,
One of n,N-Dimethylformamide one-component object or the mixture of multiple groups part；The one-component object boiling point is 60~150
Degree；Each component object boiling point in the mixture is 60~150 degree, and component object of the mid-boiling point higher than 90 degree or more is no less than
5%.
7. a kind of organosilicon transparent wear rigidity-increasing dope according to claim 1, it is characterised in that：The coupling agent
For γ aminopropyltriethoxy silane, γ-(2,3- the third oxygen of epoxy) three second of propyl trimethoxy silicane or gamma-amino propyl
The mixture or titanate coupling agent of oxysilane and γ-(2,3- the third oxygen of epoxy) propyl trimethoxy silicane.
8. a kind of organosilicon transparent wear rigidity-increasing dope according to claim 1, it is characterised in that：The curing agent
For the vinegar of tetramethylammonium hydroxide or tetrabutylammonium hydroxide or tetra-alkyl ammonium hydroxide or tetra-alkyl ammonium chloride or above-mentioned ammonium class
Hydrochlorate.
9. a kind of organosilicon transparent wear rigidity-increasing dope according to claim 1, it is characterised in that：It further include that solidification promotees
Into agent；The curing accelerator is acrylamide or caprolactam or n,N-Dimethylformamide or boron trifluoride or γ-ammonia
Base propyl-triethoxysilicane or tetrahydrofuran or butanone.
10. a kind of production method of organosilicon transparent wear rigidity-increasing dope, it is characterised in that：It includes the following steps：A. it presses
Aforementioned formula parts by weight sequentially add the mixture of trialkoxy silane and dialkoxy silicane, tetraalkoxy silicon into container
Alkane, solvent, acid catalyst and deionized water are uniformly mixed, and hydrolysis is complete；B. coupling agent is added into said mixture
And water stands 4~7 days after mixing；C. curing agent and curing accelerator is then added, can be used to after mixing dip-coating or
Person, which sprays, to be used.
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110982075A (en) * | 2019-11-26 | 2020-04-10 | 青岛科技大学 | Preparation method of hard hydrophobic coating without solvent addition |
| CN111269657A (en) * | 2020-03-26 | 2020-06-12 | 郭芳敏 | Organic silicon wear-resistant hardening coating, preparation method and plastic treatment method |
| CN111286268A (en) * | 2020-03-26 | 2020-06-16 | 郭芳敏 | Toughening and hardening coating composition, preparation method and plastic treatment method |
| CN112876890A (en) * | 2021-01-19 | 2021-06-01 | 首都师范大学 | Antistatic organic silicon transparent hard coating material and preparation method thereof |
| CN112876986A (en) * | 2021-01-19 | 2021-06-01 | 首都师范大学 | Organic silicon transparent flexible hard coating material and preparation method thereof |
| CN112876987A (en) * | 2021-01-19 | 2021-06-01 | 首都师范大学 | Room-temperature-cured organic silicon transparent hard coating and preparation method thereof |
| CN115124921A (en) * | 2021-03-25 | 2022-09-30 | 杰格兰（厦门）新材料有限公司 | Wear-resistant anti-reflection coating material for optical plastic surface and preparation method thereof |
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2017
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110982075A (en) * | 2019-11-26 | 2020-04-10 | 青岛科技大学 | Preparation method of hard hydrophobic coating without solvent addition |
| CN111269657A (en) * | 2020-03-26 | 2020-06-12 | 郭芳敏 | Organic silicon wear-resistant hardening coating, preparation method and plastic treatment method |
| CN111286268A (en) * | 2020-03-26 | 2020-06-16 | 郭芳敏 | Toughening and hardening coating composition, preparation method and plastic treatment method |
| CN112876890A (en) * | 2021-01-19 | 2021-06-01 | 首都师范大学 | Antistatic organic silicon transparent hard coating material and preparation method thereof |
| CN112876986A (en) * | 2021-01-19 | 2021-06-01 | 首都师范大学 | Organic silicon transparent flexible hard coating material and preparation method thereof |
| CN112876987A (en) * | 2021-01-19 | 2021-06-01 | 首都师范大学 | Room-temperature-cured organic silicon transparent hard coating and preparation method thereof |
| CN115124921A (en) * | 2021-03-25 | 2022-09-30 | 杰格兰（厦门）新材料有限公司 | Wear-resistant anti-reflection coating material for optical plastic surface and preparation method thereof |
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