CN103992043B - A kind of preparation method of water-repelling agent - Google Patents
A kind of preparation method of water-repelling agent Download PDFInfo
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- CN103992043B CN103992043B CN201410205520.6A CN201410205520A CN103992043B CN 103992043 B CN103992043 B CN 103992043B CN 201410205520 A CN201410205520 A CN 201410205520A CN 103992043 B CN103992043 B CN 103992043B
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- 238000002360 preparation method Methods 0.000 title claims abstract description 22
- 230000002209 hydrophobic effect Effects 0.000 claims abstract description 28
- 239000011521 glass Substances 0.000 claims abstract description 26
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 23
- 125000003709 fluoroalkyl group Chemical group 0.000 claims abstract description 23
- 239000000126 substance Substances 0.000 claims abstract description 23
- 239000002904 solvent Substances 0.000 claims abstract description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 16
- -1 perfluoro Chemical group 0.000 claims abstract description 15
- 238000007747 plating Methods 0.000 claims abstract description 10
- 230000007062 hydrolysis Effects 0.000 claims abstract description 7
- 238000006460 hydrolysis reaction Methods 0.000 claims abstract description 7
- 239000007788 liquid Substances 0.000 claims abstract description 7
- 238000003756 stirring Methods 0.000 claims abstract description 7
- 239000006228 supernatant Substances 0.000 claims abstract description 7
- 239000003054 catalyst Substances 0.000 claims abstract description 6
- 239000003960 organic solvent Substances 0.000 claims abstract description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 5
- 238000000605 extraction Methods 0.000 claims abstract description 4
- 230000009257 reactivity Effects 0.000 claims abstract description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 12
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 12
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 11
- ONFRHRVYLPVAMA-UHFFFAOYSA-N C(CCCCCCCCC)[Si](OCC)(OCC)OCC.[F] Chemical class C(CCCCCCCCC)[Si](OCC)(OCC)OCC.[F] ONFRHRVYLPVAMA-UHFFFAOYSA-N 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- 239000012153 distilled water Substances 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- FYJQJMIEZVMYSD-UHFFFAOYSA-N perfluoro-2-butyltetrahydrofuran Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C1(F)OC(F)(F)C(F)(F)C1(F)F FYJQJMIEZVMYSD-UHFFFAOYSA-N 0.000 claims description 3
- RVZRBWKZFJCCIB-UHFFFAOYSA-N perfluorotributylamine Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)N(C(F)(F)C(F)(F)C(F)(F)C(F)(F)F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F RVZRBWKZFJCCIB-UHFFFAOYSA-N 0.000 claims description 3
- XPWHRQHBPRSUAW-UHFFFAOYSA-N 4-[5-(4-fluorophenyl)-3-[1-(1,2-oxazol-3-ylmethyl)piperidin-4-yl]imidazol-4-yl]pyrimidin-2-amine Chemical compound NC1=NC=CC(C=2N(C=NC=2C=2C=CC(F)=CC=2)C2CCN(CC3=NOC=C3)CC2)=N1 XPWHRQHBPRSUAW-UHFFFAOYSA-N 0.000 claims description 2
- FAEHUFLQOBNJPY-UHFFFAOYSA-N C(CCCCCCCCC)[Si](OCCC)(OCCC)OCCC.[F] Chemical compound C(CCCCCCCCC)[Si](OCCC)(OCCC)OCCC.[F] FAEHUFLQOBNJPY-UHFFFAOYSA-N 0.000 claims description 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- SSLNXNMYNJKQTO-UHFFFAOYSA-N diethoxy-octyl-(2,2,2-trifluoroethoxy)silane Chemical class FC(CO[Si](OCC)(OCC)CCCCCCCC)(F)F SSLNXNMYNJKQTO-UHFFFAOYSA-N 0.000 claims description 2
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 2
- 229910017604 nitric acid Inorganic materials 0.000 claims description 2
- 239000007921 spray Substances 0.000 claims description 2
- 239000001117 sulphuric acid Substances 0.000 claims description 2
- 235000011149 sulphuric acid Nutrition 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 abstract description 2
- 238000002425 crystallisation Methods 0.000 abstract description 2
- 230000008025 crystallization Effects 0.000 abstract description 2
- 238000010422 painting Methods 0.000 abstract description 2
- 238000006116 polymerization reaction Methods 0.000 abstract description 2
- 230000004087 circulation Effects 0.000 description 3
- 238000004140 cleaning Methods 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 238000010998 test method Methods 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000009991 scouring Methods 0.000 description 2
- 206010020675 Hypermetropia Diseases 0.000 description 1
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000003670 easy-to-clean Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000005368 silicate glass Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Surface Treatment Of Glass (AREA)
Abstract
The present invention relates to the preparation method of the good water-repelling agent of a kind of durability, its step includes: the hydrolysis of (1) chain fluoroalkyl low-surface energy substance: add chain fluoroalkyl low-surface energy substance, catalyst and water in organic solvent, stirring, makes chain fluoroalkyl low-surface energy substance possess the reactivity with hydroxyl；(2) extraction: add perfluoro solvent in system, utilize the dissolubility that chain fluoroalkyl low-surface energy substance is good in perfluoro solvent, is extracted into the chain fluoroalkyl low-surface energy substance after hydrolysis in perfluoro solvent, and removes supernatant liquid, obtain water-repelling agent；The present invention also provides for the preparation method of corresponding Hydrophobic glass of good performance, and its step includes the preparation of hydrophobic film layer, at the water-repelling agent described in glass surface plating painting, prepares hydrophobic film layer, obtains described Hydrophobic glass.The present invention, by using perfluoro solvent, improves the dissolubility of chain fluoroalkyl low-surface energy substance, prevents its polymerization and crystallization；Perfluoro solvent dissolves each other hardly with water simultaneously, it is to avoid there is water in system, improves the reaction density of chain fluoroalkyl low-surface energy substance and glass surface hydroxyl, improves the durability of hydrophobic film layer.
Description
Technical field
The present invention relates to water-repelling agent preparation field, be specifically related to the preparation method of the good water-repelling agent of a kind of durability.
Background technology
Silicate glass surface is high energy, water-wetted surface, and water droplet can make glass transmission be deteriorated during unordered extension on glass, brings a lot of inconvenience to people's live and work.Automobile is when the rainy day runs at high speed, and rainwater and muddy water are often bonded at windshield or back-mirror glass surface, have a strong impact on pilot's line of vision, even if using wiper also can there is a lot of dead angle, increase accident probability.For side window and rearview mirror, wiper is the most helpless.
Hydrophobic film layer can prevent rainwater at its surface spreading, and water droplet is spherical crown shape on surface, it is possible to tumbles from surface rapidly, has effect easy to clean simultaneously, and dirt can be suppressed in its surface adhesion.Vehicle its front door sidelights and outside rear-view mirror when dispatching from the factory such as current Toyota Camry, the farsighted wing in Mazda, Volvo V70 all use plated surface hydrophobic coating technology to travel visual field fuzzy problem to solve the rainy day., market also occurring for the rainproof coated product of Motor Maintenance nano-glass meanwhile, but these products all exist the shortcoming of poor durability at present, the longest then half a year is short the most several days, and its hydrophobic function then can lose efficacy.Mainly film layer is easily caused film layer structure to destroy by the solid particle friction in air.Therefore, hydrophobic coating technology is not yet used widely on vehicle glass.
Summary of the invention
In order to solve problems of the prior art, the present invention provides the preparation method of the good water-repelling agent of a kind of durability, and its step includes:
(1) hydrolysis of chain fluoroalkyl low-surface energy substance: add chain fluoroalkyl low-surface energy substance, catalyst and water, stirring in organic solvent, make chain fluoroalkyl low-surface energy substance possess the reactivity with hydroxyl；
(2) extraction: add perfluoro solvent in system, utilize the dissolubility that chain fluoroalkyl low-surface energy substance is good in perfluoro solvent, is extracted into the chain fluoroalkyl low-surface energy substance after hydrolysis in perfluoro solvent, and removes supernatant liquid, obtain water-repelling agent.
The present invention also provides for the preparation method of corresponding Hydrophobic glass of good performance, and its step includes the preparation of hydrophobic film layer, is coated with, in glass surface plating, the water-repelling agent that said method prepares, forms hydrophobic film layer, and room temperature obtains Hydrophobic glass after placing.
Being more highly preferred to, the water-repelling agent preparation method of the present invention comprises the following steps:
(1) hydrolysis of chain fluoroalkyl low-surface energy substance
1 ~ 20 part of chain fluoroalkyl low-surface energy substance is joined in 80 ~ 500 parts of organic solvents, is subsequently adding 0.5 ~ 10 part of catalyst and 0.5 ~ 10 part of distilled water, under room temperature, stir 30～300min；
(2) extraction
In the system that step 1 obtains, add 50 ~ 500 parts of perfluoro solvents, under room temperature, be stirred vigorously 1 ~ 50h, remove supernatant liquid after standing, i.e. obtain water-repelling agent.
It is more highly preferred to, the preparation method of the Hydrophobic glass of the present invention, its step includes the preparation of hydrophobic film layer, uses plating to be coated with technique by described water-repelling agent in glass surface film forming, obtaining thickness transparent film layer between 80～1000nm, room temperature is placed and i.e. be can get described Hydrophobic glass.
Preferably, one or more during chain fluoroalkyl low-surface energy substance is 17 fluorine decyl triethoxysilanes, ten trifluoro octyl triethoxysilanes, 17 fluorine decyl tripropoxy silane.
Preferably, one or more mixture during organic solvent is ethanol, isopropanol, hexamethylene, ethyl acetate, methanol.
Preferably, one or more mixture during catalyst is hydrochloric acid, acetic acid, nitric acid, sulphuric acid, Fluohydric acid..
Preferably, concentration 37wt% of hydrochloric acid.
Preferably, one or more mixture during perfluoro solvent is perfluorotributylamine, perfluoro butyl oxolane, PFO.
Preferably, plating painting technique is Best-Effort request, rubs, scratches or spray.
The present invention, by using perfluoro solvent, improves the dissolubility of chain fluoroalkyl low-surface energy substance, prevents its polymerization and crystallization；Perfluoro solvent dissolves each other hardly with water simultaneously, it is to avoid there is water in system, improves the reaction density of chain fluoroalkyl low-surface energy substance and glass surface hydroxyl, improves the durability of hydrophobic film layer.
Detailed description of the invention
Below in conjunction with embodiment, the invention will be further described:
Embodiment one:
3g 17 fluorine decyl triethoxysilane is joined in 100g ethanol, is subsequently adding 2g 37wt% hydrochloric acid and 1g distilled water, under room temperature, stir 120min.System then adds 150g perfluorotributylamine, under room temperature, is stirred vigorously 5h, remove supernatant liquid after standing, i.e. obtain water-repelling agent.
Use doctor blade process that in glass surface plating, water-repelling agent is coated with film forming, naturally place 24h and can obtain the hydrophobic film layer that durability is good.
Embodiment two:
3g 17 fluorine decyl triethoxysilane is joined in 100g ethyl acetate, is subsequently adding 2g acetic acid and 1g distilled water, under room temperature, stir 120min.System then adds 150g PFO, under room temperature, is stirred vigorously 20h, remove supernatant liquid after standing, i.e. obtain water-repelling agent.
Use doctor blade process that in glass surface plating, water-repelling agent is coated with film forming, naturally place 24h and can obtain the hydrophobic film layer that durability is good.
Embodiment three:
3g 17 fluorine decyl triethoxysilane is joined in 100g isopropanol, is subsequently adding 2g acetic acid and 1g distilled water, under room temperature, stir 120min.
System then adds 150g perfluoro butyl oxolane, under room temperature, is stirred vigorously 20h, remove supernatant liquid after standing, i.e. obtain water-repelling agent.
Use doctor blade process that in the glass surface plating processed through cleaning, water-repelling agent is coated with film forming, naturally place 24h and can obtain the hydrophobic film layer that durability is good.
Comparative example:
3g 17 fluorine decyl triethoxysilane is joined in 100g ethyl acetate, is subsequently adding 2g 37wt% hydrochloric acid, 1g distilled water and 5g tetraethyl orthosilicate, is stirred at room temperature 20h, obtains water-repelling agent.
Use erasing technique that in the glass surface plating processed through cleaning, water-repelling agent is coated with film forming, naturally place 24h and i.e. obtain hydrophobic film layer.
Above-described embodiment and comparative example are carried out contact angle test and scrub performance is tested.
Contact angle method of testing: test environment (23 ± 2) DEG C, RH(50 ± 5) %, test method is according to sessile drop method, its principle of sessile drop method is, according to Young's equation, water droplet is placed in glass surface, drop volume is 1 ~ 3 μ l, completing test after drop contact glass in 2 s, can take pictures continuously or record a video, the image capturing for 2 s moment asks contact angle values as initial stage contact angle.
Scrub performance method of testing: use windscreen wiper bar to clean, windscreen wiper bar applies the load of 300 g simultaneously, and windscreen wiper bar is by air cylinder driven, and reciprocal scouring is once a circulation, scouring frequency is 48 circulations/min, drips 0.5% washing powder solution during cleaning.Clean 50000 circulation afterflush samples, carry out contact angle after drying.
The each embodiment of table 1 and comparative example obtain the hydrophobic performance of film layer
By above contrast it can be seen that the present invention is by using perfluoro solvent, the Hydrophobic glass prepared has preferable scrub performance, and the durability of hydrophobic film layer is improved.
The foregoing is only presently preferred embodiments of the present invention, not in order to limit the present invention, all any modification, equivalent substitution and improvement etc. done within the spirit and principles in the present invention, should be included within the scope of the present invention.
Claims (9)
1. a preparation method for water-repelling agent, its step includes:
(1) hydrolysis of chain fluoroalkyl low-surface energy substance: 1 ~ 20 part of chain fluoroalkyl low-surface energy substance joined in 80 ~ 500 parts of organic solvents, is subsequently adding 0.5 ~ 10 part of catalyst and 0.5 ~ 10 part of distilled water, stirs 30～300min under room temperature；Chain fluoroalkyl low-surface energy substance is made to possess the reactivity with hydroxyl；
(2) extraction: add 50 ~ 500 parts of perfluoro solvents in the system that step (1) obtains, it is stirred vigorously 1 ~ 50h under room temperature, utilize the dissolubility that chain fluoroalkyl low-surface energy substance is good in perfluoro solvent, chain fluoroalkyl low-surface energy substance after hydrolysis is extracted in perfluoro solvent, remove supernatant liquid after standing, i.e. obtain water-repelling agent.
Preparation method the most according to claim 1, it is characterised in that chain fluoroalkyl low-surface energy substance is one or more in 17 fluorine decyl triethoxysilanes, ten trifluoro octyl triethoxysilanes, 17 fluorine decyl tripropoxy silane.
Preparation method the most according to claim 1, it is characterised in that organic solvent is one or more mixture in ethanol, isopropanol, hexamethylene, ethyl acetate, methanol.
Preparation method the most according to claim 1, it is characterised in that catalyst is one or more mixture in hydrochloric acid, acetic acid, nitric acid, sulphuric acid, Fluohydric acid..
Preparation method the most according to claim 4, it is characterised in that the concentration of hydrochloric acid is 37wt%.
Preparation method the most according to claim 1, it is characterised in that perfluoro solvent is one or more mixture in perfluorotributylamine, perfluoro butyl oxolane, PFO.
7. a preparation method for Hydrophobic glass, comprises the steps: to be coated with, in glass surface plating, the water-repelling agent that the arbitrary described method of claim 1-6 prepares, forms hydrophobic film layer；Room temperature is placed and i.e. be can get described Hydrophobic glass.
Preparation method the most according to claim 7, it is characterised in that hydrophobic film layer is thickness transparent film layer between 80～1000nm.
9. according to the preparation method described in claim 7 or 8, it is characterised in that plating is coated with technique and is Best-Effort request, rubs, scratches or spray.
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| CN201410205520.6A CN103992043B (en) | 2014-05-15 | 2014-05-15 | A kind of preparation method of water-repelling agent |
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| CN201410205520.6A CN103992043B (en) | 2014-05-15 | 2014-05-15 | A kind of preparation method of water-repelling agent |
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| CN103992043B true CN103992043B (en) | 2016-08-24 |
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Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105347693B (en) * | 2014-08-22 | 2019-07-02 | 北京易净星科技有限公司 | Long-acting glass hydrophobing agent and its preparation and application |
| CN105776887B (en) * | 2016-03-11 | 2018-02-16 | 奇瑞汽车股份有限公司 | A kind of hydrophober, hydrophobic glass and preparation method thereof |
| CN106082712B (en) * | 2016-06-07 | 2019-02-22 | 福耀玻璃工业集团股份有限公司 | A kind of new line display front windshield |
| CN108863155A (en) * | 2018-06-20 | 2018-11-23 | 罗国球 | A kind of air entrained concrete hydrophobing agent and its manufacturing method |
| CN109355012B (en) * | 2018-10-31 | 2021-02-26 | 西安近代化学研究所 | Preparation method and application of fluorine-containing organosilicon hydrophobic agent containing nano-diamond |
| CN110951288A (en) * | 2019-12-02 | 2020-04-03 | 华南协同创新研究院 | Silane low-surface-energy material capable of regulating interface wettability and preparation method and application thereof |
| CN114929836B (en) * | 2021-12-07 | 2023-06-27 | 晶瑞电子材料股份有限公司 | Buffer etching solution for non-metal oxide film |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
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| JPH1111983A (en) * | 1997-06-19 | 1999-01-19 | Matsushita Electric Ind Co Ltd | Production of water-repellent glass coating |
| FR2780407B1 (en) * | 1998-06-30 | 2000-09-15 | Rhodia Chimie Sa | CROSSLINKABLE SILICONE COMPOSITION FOR USE, IN PARTICULAR FOR THE PRODUCTION OF HYDROPHOBIC AND / OR OLEOPHOBIC COATING AND / OR IMPREGNATION, WITH LOW SURFACE ENERGY |
| DE19900494A1 (en) * | 1999-01-08 | 2000-07-13 | Creavis Tech & Innovation Gmbh | Hydrophobicization process for polymeric substrates |
| CN101736346A (en) * | 2008-11-24 | 2010-06-16 | 3M创新有限公司 | Product for forming easy cleaning layer on surface of stainless steel and preparation method thereof |
| CN103343336B (en) * | 2013-06-25 | 2016-03-16 | 奇瑞汽车股份有限公司 | A kind of preparation method of car paint hydrophobic film layer |
| CN103433188B (en) * | 2013-08-28 | 2015-03-25 | 奇瑞汽车股份有限公司 | Preparation method for easily-cleaned hydrophobic membrane used on surface of automotive body |
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