CN105968131A - Fluorine-containing super hydrophobic and oleophobic agent and application thereof - Google Patents
Fluorine-containing super hydrophobic and oleophobic agent and application thereof Download PDFInfo
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- CN105968131A CN105968131A CN201610289291.XA CN201610289291A CN105968131A CN 105968131 A CN105968131 A CN 105968131A CN 201610289291 A CN201610289291 A CN 201610289291A CN 105968131 A CN105968131 A CN 105968131A
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- Prior art keywords
- fluorine
- containing super
- oleophobic agent
- anhydride
- agent
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- 229910052731 fluorine Inorganic materials 0.000 title claims abstract description 39
- 239000011737 fluorine Substances 0.000 title claims abstract description 36
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 title claims abstract description 35
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 30
- 230000003075 superhydrophobic effect Effects 0.000 title claims abstract description 26
- 239000002904 solvent Substances 0.000 claims abstract description 16
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 16
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- 150000002148 esters Chemical class 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 9
- 239000000126 substance Substances 0.000 abstract description 5
- 125000004018 acid anhydride group Chemical group 0.000 abstract description 3
- 230000002209 hydrophobic effect Effects 0.000 abstract description 3
- -1 alkoxy silane Chemical compound 0.000 description 33
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 20
- 230000015572 biosynthetic process Effects 0.000 description 15
- 238000003786 synthesis reaction Methods 0.000 description 15
- 238000006243 chemical reaction Methods 0.000 description 14
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 12
- 230000006837 decompression Effects 0.000 description 11
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 10
- 238000001914 filtration Methods 0.000 description 10
- 229910052757 nitrogen Inorganic materials 0.000 description 10
- 238000002360 preparation method Methods 0.000 description 10
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 8
- 239000003054 catalyst Substances 0.000 description 7
- 125000000217 alkyl group Chemical group 0.000 description 6
- 150000008064 anhydrides Chemical class 0.000 description 6
- 230000003666 anti-fingerprint Effects 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 229920002313 fluoropolymer Polymers 0.000 description 2
- 239000004811 fluoropolymer Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- YQQHEHMVPLLOKE-UHFFFAOYSA-N 1,1,2,2-tetrafluoro-1-methoxyethane Chemical compound COC(F)(F)C(F)F YQQHEHMVPLLOKE-UHFFFAOYSA-N 0.000 description 1
- YURNCBVQZBJDAJ-UHFFFAOYSA-N 2-heptenoic acid Chemical compound CCCCC=CC(O)=O YURNCBVQZBJDAJ-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 229910000881 Cu alloy Inorganic materials 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- CXUKMALSQXRODE-UHFFFAOYSA-N cyclobutene-1-carboxylic acid Chemical compound OC(=O)C1=CCC1 CXUKMALSQXRODE-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- OCLXJTCGWSSVOE-UHFFFAOYSA-N ethanol etoh Chemical compound CCO.CCO OCLXJTCGWSSVOE-UHFFFAOYSA-N 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical group FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
- 125000005816 fluoropropyl group Chemical group [H]C([H])(F)C([H])([H])C([H])([H])* 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000006343 heptafluoro propyl group Chemical group 0.000 description 1
- 150000004694 iodide salts Chemical class 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 210000002374 sebum Anatomy 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 125000000725 trifluoropropyl group Chemical group [H]C([H])(*)C([H])([H])C(F)(F)F 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
- C07F7/1872—Preparation; Treatments not provided for in C07F7/20
- C07F7/1876—Preparation; Treatments not provided for in C07F7/20 by reactions involving the formation of Si-C linkages
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/18—Materials not provided for elsewhere for application to surfaces to minimize adherence of ice, mist or water thereto; Thawing or antifreeze materials for application to surfaces
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Combustion & Propulsion (AREA)
- Materials Engineering (AREA)
- Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a fluorine-containing super hydrophobic and oleophobic agent. The structural formula of the fluorine-containing super hydrophobic and oleophobic agent is shown in the description; and in the formula, m is an integer in a range of 1-12, and n is an integer in a range of 2-16. The fluorine-containing super hydrophobic and oleophobic agent can be mixed with routine solvents in the use process. The fluorine-containing super hydrophobic and oleophobic agent has an acid anhydride structure, can be dissolved in routine chemical solvents, and has good chemical temperature, good friction resistance and good hydrophobic and oleophobic property.
Description
Technical field
The present invention relates to technical field of surface, refer in particular to a kind of fluorine-containing super-hydrophobic oleophobic agent
And application.
Background technology
When being contaminated by perspiration or sebum liquid such as product surfaces such as mobile phone, flat board, bathrooms, no
Only affect the outward appearance of product, it is also possible to serviceability is impacted, as do not processed for a long time,
Can cause product surface that a certain degree of corrosion occurs.Therefore, described product surface need to be carried out
Process, to solve the problems such as perishable and easy contamination.
Fluoropolymer have high heat stability, chemical inertness, weatherability, low-friction coefficient,
Low-refraction, low-surface-energy, excellent hydrophobic and lyophobic property, radiation resistance and resistance to ag(e)ing etc. are combined
Close performance, be widely used in petrochemical industry, Aero-Space, electronic apparatus, building, machinery etc.
Numerous areas.But, in prior art, fluoropolymer is in preparation method and serviceability etc.
There is problem more or less in aspect.
Publication No. CN102643303A discloses the preparation method of a kind of fluoride anti-fingerprint agent, its
Reaction is not required to use catalyst, but employs Carbimide. alkyl three second of hypertoxicity in preparation process
To consersion unit, TMOS, as raw material, not only requires that height also increases danger.Publication No.
CN104629571A discloses the preparation method of a kind of fluoride anti-fingerprint agent, through fluoride anti-fingerprint agent
Glass after process and water contact angle are just 116 °, and contact angle is less.Disclosed in " science "
Carbochain is the longest, and fluorine atom is the most, and hydrophobicity is the best, but, in prior art, fluorine-containing anti-corruption
Losing anti-fingerprint material is all the alkoxy silane containing short fluorocarbon chain, and hydrophobic performance is poor.
In prior art, almost all of fluorine-containing Water-and-oil repellant is in use used dilute
Release agent and be fluorinated solution, HFE-254, HFE-458 as conventional in market or ring fluorine ethers
Deng, above-mentioned solvent is the most expensive, and has toxicity, volatile, and severe corrosive etc. lacks
Point.
Summary of the invention
It is an object of the invention to provide a kind of fluorine-containing super-hydrophobic oleophobic agent and application, this is fluorine-containing super
Water-and-oil repellant contains acid anhydride structure, can be dissolved in the chemical solvent of routine, and chemical temperatures, resistance to
Frictional property and hydro-oleophobicity etc. are preferable.
For reaching above-mentioned purpose, the solution of the present invention is:
A kind of fluorine-containing super-hydrophobic oleophobic agent, structural formula is:
In formula: m is the integer of 1 to 12, n is the integer of 2 to 16.
The preparation method of a kind of fluorine-containing super-hydrophobic oleophobic agent, comprises the following steps:
One, the synthesis of perfluoro propyl carbonyl-alkyl carbonyl alkene ether: under nitrogen protection, by perfluor
Propiono halogenide and the mixing of alkylalkenyl carboxylic acid, anhydrous Aluminum chloride is as room under catalyst action
24h is reacted under the conditions of temperature；Filtering, decompression is distilled off unreacted alkylalkenyl carboxylic acid,
Perfluoroalkyl thiazolinyl anhydride；
Two, the synthesis of fluorine-containing super-hydrophobic oleophobic agent: under nitrogen protection, by perfluoroalkyl thiazolinyl
Anhydride and triethoxysilane add stirring reaction in solvent；Filtering, decompression is distilled off solvent,
Obtain perfluor anhydride alkyl triethoxysilane.
Further, perfluoro propionyl halogenide and alkylalkenyl carboxylic acid according to mol ratio are
1:1-1:1.2 reacts.
Further, catalyst anhydrous Aluminum chlorideConsumptionDivide for perfluoroalkyl base halides quality
The 0.5 2 ‰ of number.
Further, in step one and step 2 during decompression distillation, system pressure is
-0.1—0.07MPa。
Further, double-component perfluoroalkyl thiazolinyl anhydride and triethoxysilane according to mol ratio are
1:1-1:1.1 reacts.
Further, in the building-up process of perfluor anhydride alkyl triethoxysilane, the solvent of use
For the one in chloroform and ether or both arbitrarily mix.
Further, in the building-up process of perfluor anhydride alkyl triethoxysilane, reaction temperature is
50-70℃。
Further, in the building-up process of perfluor anhydride alkyl triethoxysilane, the response time is
24-48h。
Further, in the building-up process of double-component perfluor anhydride alkyl triethoxysilane, eluting
Agent is the mixture of chloroform and ether, and mixed volume is than for chloroform: ether=1:1 1:2.
The application of a kind of fluorine-containing super-hydrophobic oleophobic agent, fluorine-containing super-hydrophobic oleophobic agent mixes with Conventional solvents
Closing and use, Conventional solvents includes ether, ethyl acetate, acetone and ethanol, fluorine-containing super-hydrophobic thin
The structure of oil preparation is:
After using such scheme, the synthetic route of the present invention is:
Wherein: m, n in perfluoro propionyl halogenide and alkylalkenyl carboxylic acid structure formula are
Integer, wherein m is the integer of 1 to 12, and n is the integer of 2 to 16；R is F, Cl,
The halogens such as Br and I, wherein preferably F or Cl, Et is writing a Chinese character in simplified form of ethanol ethanol, chemistry
Formula is C2H5OH。
Synthesis technique of the present invention is simple, and productivity is high, and production cost is relatively low, beneficially industrialization
Produce.The fluorine-containing super-hydrophobic oleophobic agent that the present invention obtains contains acid anhydride structure, can be dissolved in the change of routine
Learning solvent, be applied to anticorrosive, anti-fingerprint and oil-stain-preventing surface processes, the base material being suitable for is moulded
Material, kirsite, copper alloy, rustless steel, ironcasting and glass, product has super after treatment
Hydro-oleophobicity, the feature such as friction resistant durability, salt fog resistance and ultraviolet aging resistance.
Detailed description of the invention
Below in conjunction with specific embodiment, the present invention is described in detail.
Embodiment one
A kind of preparation method of fluorine-containing super-hydrophobic oleophobic agent, synthesis step is as follows:
One, the synthesis of perfluoro propyl-thiazolinyl anhydride
Under nitrogen protection, it is that 1:1 adds by five fluorine propiono fluorine and octenyl carboxylic acid according to mol ratio
Enter in two mouthfuls of flasks, at 0.5 ‰ anhydrous Aluminum chlorides as under room temperature condition under catalyst action
Reaction 24h；Filtering, decompression is distilled off unreacted octenyl carboxylic acid, obtains five fluoropropyls pungent
Thiazolinyl anhydride.
Two, the synthesis of fluorine-containing super-hydrophobic oleophobic agent
Under nitrogen protection, by five fluoropropyl octenyl anhydride and triethoxysilane according to mole
Ratio joins in the reaction vessel containing ether for 1:1.1, stirring reaction 24h at 50 DEG C；
Filtering, decompression is distilled off solvent, obtains five fluoropropyl octyl group anhydride triethoxysilanes.
Embodiment two
A kind of preparation method of fluorine-containing super-hydrophobic oleophobic agent, synthesis step is as follows:
One, the synthesis of perfluoro propyl-thiazolinyl anhydride
Under nitrogen protection, it is 1:1.1 by seven fluorine propiono iodine and cyclobutenyl carboxylic acid according to mol ratio
Join in two mouthfuls of flasks, at 1 ‰ anhydrous Aluminum chlorides as under room temperature condition under catalyst action
Reaction 24h；Filtering, decompression is distilled off unreacted acrylic carboxylic acid, obtains heptafluoropropyl fourth
Thiazolinyl anhydride.
Two, the synthesis of fluorine-containing super-hydrophobic oleophobic agent
Under nitrogen protection, by heptafluoropropyl cyclobutenyl anhydride and triethoxysilane according to mole
Ratio joins in the reaction vessel containing ether for 1:1.1, stirring reaction 24h at 50 DEG C；
Filtering, decompression is distilled off solvent, obtains heptafluoropropyl butyl anhydride triethoxysilane.
Embodiment three
A kind of preparation method of fluorine-containing super-hydrophobic oleophobic agent, synthesis step is as follows:
One, the synthesis of perfluoro propyl-thiazolinyl anhydride
Under nitrogen protection, by ten trifluoropropyl acid iodides and hexenyl carboxylic acid according to mol ratio it is
1:1.1 joins in two mouthfuls of flasks, at 1 ‰ anhydrous Aluminum chlorides as room temperature under catalyst action
Under the conditions of react 24h；Filtering, decompression is distilled off unreacted acrylic carboxylic acid, obtains 13
Fluoropropyl hexenyl anhydride.
Two, the synthesis of fluorine-containing super-hydrophobic oleophobic agent
Under nitrogen protection, by ten trifluoro propyl hexenyl anhydride and triethoxysilane according to rubbing
You join in the reaction vessel containing chloroform for 1:1 by ratio, stirring reaction 48h at 60 DEG C；
Filtering, decompression is distilled off solvent, obtains ten trifluoro propyl hexyl anhydride triethoxysilanes.
Embodiment four
A kind of preparation method of fluorine-containing super-hydrophobic oleophobic agent, synthesis step is as follows:
One, the synthesis of perfluoro propyl-thiazolinyl anhydride
Under nitrogen protection, it is 1:1 by 17 fluorine propiono fluorine and octenyl carboxylic acid according to mol ratio
Join in two mouthfuls of flasks, at 1.5 ‰ anhydrous Aluminum chlorides as room temperature condition under catalyst action
Lower reaction 24h；Filtering, decompression is distilled off unreacted acrylic carboxylic acid, obtains 17 fluorine third
Base octenyl anhydride.
Two, the synthesis of fluorine-containing super-hydrophobic oleophobic agent
Under nitrogen protection, by ten heptafluoropropyl octenyl anhydride and triethoxysilane according to rubbing
You join in the reaction vessel containing chloroform for 1:1 by ratio, stirring reaction 48h at 60 DEG C；
Filtering, decompression is distilled off solvent, obtains ten heptafluoropropyl octyl group anhydride triethoxysilanes.
The foregoing is only the preferred embodiments of the present invention, not the restriction to this case design, all
The equivalent variations done according to the design key of this case, each falls within the protection domain of this case.
Claims (2)
1. a fluorine-containing super-hydrophobic oleophobic agent, it is characterised in that structural formula is:
In formula: m is the integer of 1 to 12, n is the integer of 2 to 16.
The application of fluorine-containing super-hydrophobic oleophobic agent the most as claimed in claim 1, it is characterised in that
Fluorine-containing super-hydrophobic oleophobic agent is used in mixed way with Conventional solvents, and Conventional solvents includes ether, acetic acid second
Ester, acetone and ethanol.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610289291.XA CN105968131A (en) | 2016-05-04 | 2016-05-04 | Fluorine-containing super hydrophobic and oleophobic agent and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610289291.XA CN105968131A (en) | 2016-05-04 | 2016-05-04 | Fluorine-containing super hydrophobic and oleophobic agent and application thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN105968131A true CN105968131A (en) | 2016-09-28 |
Family
ID=56994633
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610289291.XA Pending CN105968131A (en) | 2016-05-04 | 2016-05-04 | Fluorine-containing super hydrophobic and oleophobic agent and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN105968131A (en) |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02169067A (en) * | 1988-12-20 | 1990-06-29 | Natoko Paint Kk | Formation of coating film |
| JP2006110476A (en) * | 2004-10-15 | 2006-04-27 | Nippon Soda Co Ltd | Organic thin film forming method |
| CN102643303A (en) * | 2012-04-13 | 2012-08-22 | 阜新恒通氟化学有限公司 | Preparation method of fluoride anti-fingerprint agent |
| CN102855151A (en) * | 2012-08-21 | 2013-01-02 | 武汉电信器件有限公司 | Optical module firmware in-application upgrading method capable of not interrupting service |
-
2016
- 2016-05-04 CN CN201610289291.XA patent/CN105968131A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02169067A (en) * | 1988-12-20 | 1990-06-29 | Natoko Paint Kk | Formation of coating film |
| JP2006110476A (en) * | 2004-10-15 | 2006-04-27 | Nippon Soda Co Ltd | Organic thin film forming method |
| CN102643303A (en) * | 2012-04-13 | 2012-08-22 | 阜新恒通氟化学有限公司 | Preparation method of fluoride anti-fingerprint agent |
| CN102855151A (en) * | 2012-08-21 | 2013-01-02 | 武汉电信器件有限公司 | Optical module firmware in-application upgrading method capable of not interrupting service |
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Address after: The North Industrial Zone of Jimei Tianfeng road Xiamen City, Fujian province 361021 No. 69 Applicant after: Xiamen Jian Lin health home Limited by Share Ltd Address before: The North Industrial Zone of Jimei Tianfeng road Xiamen City, Fujian province 361021 No. 69 Applicant before: Xiamen Runner Industrial Corporation |
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Application publication date: 20160928 |