CN106189731A - A kind of PFPE epoxy (methyl) acrylate compound UV photocureable coating - Google Patents
A kind of PFPE epoxy (methyl) acrylate compound UV photocureable coating Download PDFInfo
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- CN106189731A CN106189731A CN201610742859.9A CN201610742859A CN106189731A CN 106189731 A CN106189731 A CN 106189731A CN 201610742859 A CN201610742859 A CN 201610742859A CN 106189731 A CN106189731 A CN 106189731A
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- 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
- C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
- C09D163/10—Epoxy resins modified by unsaturated compounds
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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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/14—Polycondensates modified by chemical after-treatment
- C08G59/1433—Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds
- C08G59/1438—Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds containing oxygen
- C08G59/1455—Monocarboxylic acids, anhydrides, halides, or low-molecular-weight esters thereof
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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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/331—Polymers modified by chemical after-treatment with organic compounds containing oxygen
- C08G65/332—Polymers modified by chemical after-treatment with organic compounds containing oxygen containing carboxyl groups, or halides, or esters thereof
- C08G65/3322—Polymers modified by chemical after-treatment with organic compounds containing oxygen containing carboxyl groups, or halides, or esters thereof acyclic
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2203/00—Applications
- C08L2203/20—Applications use in electrical or conductive gadgets
- C08L2203/206—Applications use in electrical or conductive gadgets use in coating or encapsulating of electronic parts
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Abstract
The present invention relates to UV photocureable coating technical field, be specifically related to a kind of PFPE epoxy (methyl) acrylate compound UV photocureable coating.According to mass parts meter, by 0.05~10 mass parts functionalized perfluoropolyethers, 100 mass parts epoxy (methyl) acrylates, 5~15 mass parts activity diluting monomers, 0.5~5 mass parts light triggers, 1~5 mass parts solvent compositions.Use functionalized perfluoropolyethers oligomer and epoxy (methyl) acrylate to carry out compound preparation, open high-end market for UV coating.Prepared has self-cleaning property, high-weatherability UV photocureable coating, and its test performance is excellent, it is possible to ensures the permanent use of coating base material, this coating is applied to the fields such as electron trade, can realize the excellent specific property of this coating.
Description
Technical field
The present invention relates to UV photocureable coating technical field, be specifically related to a kind of PFPE-epoxy (methyl) propylene
Acid esters is combined UV photocureable coating.
Background technology
Fluoropolymer has the characteristics such as excellent hydrophobic oleophobic, heat-resisting, low surface free energy, by applications of fluoropolymers
In coating, its fluorine-containing groups can migrate in the curing process, and produces fluorine element enrichment effect at material surface, to master
Chain and interior molecules form " shielding protection ", are possible not only to improve the stability of carbon-carbon bond, also impart coating hydro-oleophobicity,
The characteristic such as high-lubricity, self-cleaning property, thus become the focus improving material surface performance study.
UV photocuring process for treating surface, due to its have efficiently, wide adaptability, economy, the feature such as energy-conservation, and solidify
Process with automation mechanized operation, thus can improve production efficiency and economic benefit, has obtained rapid development and application in recent years.
The research of UV photo-cured fluorine-containing coating has obtained quick development, Chinese patent ZL 201510236521.1 disclosure
A kind of preparation method of fluorine-containing UV coating, the method be so that coating have must hydrophobic, the feature of resistant, by fluorine-containing third
Alkene acid ester monomer joins in UV system, but the reactive fluorochemical monomer of this low-molecular-weight, owing to the ratio containing fluorine chain is relatively low, reach
Less than preferable effect, fluorochemical monomer amount need to be increased for making performance meet requirement, on the one hand be unfavorable for economic benefit, on the other hand
Along with fluorochemical monomer amount to increase Miscibility poor, easily occur being separated, and the bulk properties of coating also decrease.In
State's patent ZL 201510212696.9 uses a kind of fluorine-containing prepolymer to be combined and is prepared for a kind of UV photocureable coating, necessarily
The shortcoming avoiding the physical blending mode of fluorochemical monomer in degree, but due to the highly crystalline of fluorine-containing groups so that solid
It is difficult to move to substrate surface during change, thus not good enough in the performances such as hydrophobic, resistant.
Summary of the invention
For above deficiency, the present invention goes out to send a kind of UV photocureable coating of preparation from the characteristic of PFPE, it is provided that
A kind of low-molecular-weight functionalized perfluoropolyethers preparation method, is introduced in UV photocureable coating simultaneously, is prepared for one
There is the UV photocureable coating of the excellent specific property such as self-cleaning property, high-weatherability.
For achieving the above object, present invention employs techniques below scheme:
A kind of PFPE-epoxy (methyl) acrylate compound UV photocureable coating,
1., according to mass parts meter, it is made up of following raw material:
0.05~10 mass parts functionalized perfluoropolyethers, 100 mass parts epoxy (methyl) acrylates, 5~15 matter
Amount part activity diluting monomer, 0.5~5 mass parts light triggers, 1~5 mass parts solvents;
2., under stirring condition, epoxy (methyl) acrylate is sequentially added into functionalized perfluoropolyethers, activity dilution single
Body, light trigger and solvent, obtain finished product after stirring.
Preferably, described activity diluting monomer be 1,3 butylene glycol diacrylate, BDO diacrylate,
One or more in iso-bornyl acrylate, 1,6 hexanediol diacrylate, dimethacrylate are mixed
Compound;Described light trigger is benzophenone, benzoin ethyl ether, 2-hydroxy-2-methyl-1-phenyl-1-acetone, 1-hydroxy cyclohexylphenyl
Base phenyl ketone, 2,4,6-one or more mixture of trimethylbenzoyl diphenyl phosphine oxide;Described solvent be ethyl acetate,
One or more mixture in butyl acetate, acetone, toluene, dimethylbenzene.
Further, the preparation method of described epoxy (methyl) acrylate is: by 100 mass parts (+)-2,3-Epoxy-1-propanols
Ether type epoxy heated and stirred, to 90~120 DEG C, then slowly drips off solubilized solution 0.1~3 mass parts initiator in 1~3h
With 10~100 mass parts (methyl) acrylic acid mixture of 0.05~1 mass parts polymerization inhibitor, then raise temperature to 120~150
DEG C, continue reaction 2~8 hours, prepare epoxy (methyl) acrylate.
Preferably, the epoxide number of described diglycidyl ether type epoxy resin is 0.01~1, and it is bisphenol type epoxy tree
Fat, bisphenol-s epoxy resin, epoxidation linear phenolic resin, resorcinol bisglycidyl ether type epoxy resin, double isophthalic two
One or more mixture in phenol formal four diglycidyl ether type epoxy resin;Described initiator be benzoyl peroxide,
One or more mixture in dicumyl peroxide, azodiisobutyronitrile, 2,2'-Azobis(2,4-dimethylvaleronitrile);Described polymerization inhibitor is to benzene two
One or more mixture in phenol, p methoxy phenol.
Further, the preparation method of described functionalized perfluoropolyethers is:
(1) standby having heaters, agitator, a metal reaction still for dephlegmator, by 100 mass parts mean molecule quantities be
The fluorine ether oil raw material of 4000~10000g/mol, 0.1~10 catalyst of mass parts, join in reactor and open stirring;
(2) reactant mixture is heated to 180~250 DEG C, and keeps 1~20min, collects the product in reactor, cooling
And filter;
(3) product is reduced pressure at 250~300 DEG C distillation, obtain the mean molecule quantity of 50~80 mass parts be 1500~
The PFPE of the active end group of 2000g/mol;
(4) in above-mentioned product, add the vinyl monomer of the hydroxyl of 10~20 mass parts, at 30~50 DEG C, react 3
~after 7h, decompression distills out the HF of generation and the monomer of residual, obtain the functionalized perfluoropolyethers with double bond end-blocking.
Preferably, described fluorine ether oil raw material is one or more mixture of following three apoplexy due to endogenous wind:
1)RfO(CF2CF2O)nRf
2)A(CF2CF2CF2O)nB
3)E(C2F4O)m(C3F6O)p(CF2O)q[CFO(CF3)]rD
N in formula, m, p, q, r are integer;
N is 2~400;
M is 1~200;
P, q, r are 1~200;
M+p+q+r sum is 4~800;
Rf=CF3Or C2F5;
A=F, ORf;
B, D=1~the perfluoroalkyl of 3 carbon;
E=F, ORf', wherein ORf' is the perfluoroalkyl of 1~3 carbon.
Preferably, described catalyst is Titanium, vanadium, manganese, cobalt, nickel, aluminum, the fluoride of stannum or oxyfluoride.
Preferably, the described vinyl monomer with hydroxyl is (methyl) 2-(Acryloyloxy)ethanol, (methyl) acrylic acid hydroxyl
Propyl ester, neighbour (to) any one in hydroxy styrenes.
Preferably, the active end group of functionalized perfluoropolyethers of preparation, its end group is made up of following structure:
By 1) and 2) two class fluorine ether oil raw material generation-(O) CF2COF and-(O) CF2CF2COF;
By 3) class fluorine ether oil raw material generation-(O) CF2COF and-(O) CF (CF3)COF。
The present invention is prepared for a kind of PFPE-epoxy (methyl) acrylate compound UV photocureable coating, this compound UV
Photocureable coating is to use functionalized perfluoropolyethers oligomer and epoxy (methyl) acrylate to carry out compound preparation, beneficial effect
Show:
Provide firstly the preparation method of a kind of low-molecular-weight PFPE, expand the fluorine ether of high molecular neutrality end group
Oil use field.Meanwhile, the excellent specific property of PFPE has been incorporated in UV photocureable coating, has opened high-end for UV coating
Market.Prepared has self-cleaning property, high-weatherability UV photocureable coating, and its test performance is excellent, it is possible to ensure coating base
The permanent use of material, is applied to the fields such as electron trade by this coating, can realize the excellent specific property of this coating.
Meanwhile, the present invention is prepared for low-molecular-weight functionalized perfluoropolyethers, by the hydrophobic oleophobic of PFPE, high lubrication etc.
Chemical inertness feature is applied in photocureable coating, has expanded the use field of conventional photocureable coating.
Detailed description of the invention
Below with reference to embodiment, the present invention is described in detail.But, embodiment content is only to this
Bright example and explanation, described specific embodiment is done various repairing by affiliated those skilled in the art
Change or supplement or use similar mode to substitute, without departing from the design of invention or surmount defined in the claims
Scope, all should belong to protection scope of the present invention.
Embodiment 1
(1) preparation of Epocryl: 100 mass parts bisphenol A type epoxy resins (epoxide number 0.1) are added dress
Have in the reactor of reflux condensing tube, Dropping funnel, thermometer and agitator, heated and stirred to 90 DEG C, then in 1h slowly
Drip off the 10 acrylic acid mixture of mass parts of solubilized solution 0.1 mass parts initiator and 0.05 mass parts polymerization inhibitor, heat up subsequently
To 120 DEG C, continue reaction 3 hours, prepare Epocryl.
(2) preparation of functionalized perfluoropolyethers:
A, standby having heaters, agitator, a metal reaction still for dephlegmator, by 100 mass parts mean molecule quantities be
The fluorine ether oil raw material of 4000g/mol, the catalyst of 1 mass parts, join in reactor and open stirring;
B. reactant mixture is heated to 180 DEG C, and keeps 5min, collects the product in reactor, cools down and filter;
C. being reduced pressure at 250 DEG C by product distillation, the mean molecule quantity obtaining 50 mass parts is that 1500g/mol is active
The PFPE of end group;
D. adding the 2-(Acryloyloxy)ethanol of 10 mass parts in above-mentioned product, after reacting 3h at 30 DEG C, decompression distills out
The HF generated and the monomer of residual, obtain the functionalized perfluoropolyethers with double bond end-blocking;
FT-IR (Bruker TENSOR 27 (German) Fourier infrared spectrograph) is at 1730cm-1With 1635cm-1Punishment
Not there is C=O and C=C absworption peak,1HNMR is CH in double bond in 5.7~5.8ppm and 6.3~6.4ppm2The absorption of=CH-
Peak, 6.0~6.2ppm is CH in double bond2The absworption peak of=CH-, shows that product end exists double bond.
(3) PFPE-epoxy acrylate is combined the preparation of UV photocureable coating: the epoxy third step (1) prepared
Olefin(e) acid resin 100 mass parts joins in container, is under agitation sequentially added into functional perfluoro prepared by 1 mass parts step (2)
Polyethers, 5 mass parts 1,3 butylene glycol diacrylates, 0.5 mass parts 2-hydroxy-2-methyl-1-phenyl-1-acetone, 1 mass parts
Ethyl acetate, after often a kind of raw material of addition all stirs, adds another kind of raw material.After mix homogeneously, it is coated in base material table
Face, film-forming under ultraviolet light irradiates.
Embodiment 2
(1) preparation of epoxy methacrylates resin: 100 mass parts bisphenol-s epoxy resins (epoxide number 0.5) are added
Entering in the reactor equipped with reflux condensing tube, Dropping funnel, thermometer and agitator, heated and stirred to 100 DEG C, then in 2h
Slowly drip off the mixture of 20 mass parts methacrylic acids of solubilized solution 0.5 mass parts initiator and 0.1 mass parts polymerization inhibitor, with
After be warming up to 130 DEG C, continue reaction 4 hours, prepare epoxy methacrylates resin.
(2) preparation of functionalized perfluoropolyethers:
A. for a having heaters, agitator, the metal reaction still of dephlegmator, by 100 mass parts mean molecule quantities it is
The fluorine ether oil raw material of 6000g/mol, the catalyst of 2 mass parts, join in reactor and open stirring;
B. reactant mixture is heated to 200 DEG C, and keeps 10min, collects the product in reactor, cools down and filter;
C. being reduced pressure at 260 DEG C by product distillation, the mean molecule quantity obtaining 60 mass parts is that 1600g/mol is active
The PFPE of end group;
D. adding the hydroxyethyl methylacrylate of 12 mass parts in above-mentioned product, after reacting 4h at 40 DEG C, decompression is steamed
Distillate the HF of generation and the monomer of residual, obtain the functionalized perfluoropolyethers with double bond end-blocking;
FT-IR is at 1730cm-1With 1635cm-1Place is respectively present C=O and C=C absworption peak,1HNMR at 6.16ppm,
CH occurs at 5.63ppm2=C (CH3)-proton uptake peak, show that product end exists double bond.
(3) PFPE-epoxy methacrylates is combined the preparation of UV photocureable coating: ring step (1) prepared
Oxygen methacrylic resin 100 mass parts joins in container, is under agitation sequentially added into merit prepared by 2 mass parts steps (2)
Energy property PFPE, 7 mass parts 1,3 butylene glycol diacrylates, 1 mass parts 2-hydroxy-2-methyl-1-phenyl-1-acetone, 2
Mass parts ethyl acetate, after often a kind of raw material of addition all stirs, adds another kind of raw material.After mix homogeneously, it is coated in
Substrate surface, film-forming under ultraviolet light irradiates.
Embodiment 3
(1) preparation of Epocryl: by 100 mass parts resorcinol bisglycidyl ether type epoxy resin
(epoxide number 0.8) is equipped with in the reactor of reflux condensing tube, Dropping funnel, thermometer and agitator, heated and stirred to 110
DEG C, 40 mass parts then slowly dripping off solubilized solution 1 mass parts initiator and 0.2 mass parts polymerization inhibitor in 3h are acrylic acid mixed
Compound, then raises temperature to 140 DEG C, continues reaction 5 hours, prepares Epocryl.
(2) preparation of functionalized perfluoropolyethers:
A. for a having heaters, agitator, the metal reaction still of dephlegmator, by 100 mass parts mean molecule quantities it is
The fluorine ether oil raw material of 8000g/mol, the catalyst of 4 mass parts, join in reactor and open stirring;
B. reactant mixture is heated to 220 DEG C, and keeps 15min, collects the product in reactor, cools down and filter;
C. being reduced pressure at 280 DEG C by product distillation, the mean molecule quantity obtaining 70 mass parts is that 1800g/mol is active
The PFPE of end group;
D. adding the 4-Vinyl phenol of 15 mass parts in above-mentioned product, after reacting 6h at 50 DEG C, decompression distills out
The HF generated and the monomer of residual, obtain the functionalized perfluoropolyethers with double bond end-blocking;
FT-IR is at 1730cm-1With 1635cm-1Place is respectively present C=O and C=C absworption peak,1HNMR is 5.6~5.7ppm
It is CH with 6.3~6.4ppm2=CH-, 6.0~6.2ppm is CH in double bond2The absworption peak of=CH-, shows that product end exists double
Key.
(3) PFPE-epoxy acrylate is combined the preparation of UV photocureable coating: the epoxy third step (1) prepared
Olefin(e) acid resin 100 mass parts joins in container, is under agitation sequentially added into functional perfluoro prepared by 5 mass parts steps (2)
Polyethers, 10 mass parts 1,3 butylene glycol diacrylates, 3 mass parts 2-hydroxy-2-methyl-1-phenyl-1-acetone, 4 mass parts
Ethyl acetate, after often a kind of raw material of addition all stirs, adds another kind of raw material.After mix homogeneously, it is coated in base material table
Face, film-forming under ultraviolet light irradiates.
The main performance method of testing of PFPE-epoxy (methyl) acrylate compound UV photocureable coating:
(1) outward appearance
The range estimation physical property such as color sample, state.
(2) adhesive force
Measure with reference to by GB/T 9286--1998.
And water contact angle (3)
Using contact angle measurement to measure distilled water contact angle in film coated surface, all measurements are all entered at 25 DEG C
OK.
(4) pencil hardness
Measure with reference to GB/6739-1996.
(5) resistance to water
Measure with reference to GB/1733-1993.
(6) acid resistance
Measure with reference to GB/T9274-1988.
(7) alkali resistance
Measure with reference to GB/T9274-1988.
Embodiment 1~3 film performance test result is shown in Table 1:
Table 1 PFPE-epoxy (methyl) acrylate compound UV photocureable coating film performance test result
Sample | Outward appearance | Water contact angle | Adhesive force | Pencil hardness | Resistance to water | Acid resistance | Alkali resistance |
Embodiment 1 | Uniformly, transparent | 108° | 0 grade | 4H | Unchanged | Unchanged | Unchanged |
Embodiment 2 | Uniformly, transparent | 115° | 0 grade | 4H | Unchanged | Unchanged | Unchanged |
Embodiment 3 | Uniformly, transparent | 120° | 0 grade | 5H | Unchanged | Unchanged | Unchanged |
Claims (1)
1. PFPE-epoxy (methyl) acrylate compound UV photocureable coating, it is characterised in that according to mass parts meter, by
0.05~10 mass parts functionalized perfluoropolyethers, 100 mass parts epoxy (methyl) acrylates, 5~15 mass parts activity
Diluting monomer, 0.5~5 mass parts light triggers, 1~5 mass parts solvent compositions;
The preparation method of described functionalized perfluoropolyethers is:
(1) standby having heaters, agitator, a metal reaction still for dephlegmator, by 100 mass parts mean molecule quantities be 4000~
The fluorine ether oil raw material of 10000g/mol, 0.1~10 catalyst of mass parts, join in reactor and open stirring;
(2) reactant mixture is heated to 180~250 DEG C, and keeps 1~20min, collects the product in reactor, cooling mistake
Filter;
(3) product is reduced pressure at 250~300 DEG C distillation, obtain the mean molecule quantity of 50~80 mass parts be 1500~
The PFPE of the active end group of 2000g/mol;
(4) in above-mentioned product, add the vinyl monomer of the hydroxyl of 10~20 mass parts, at 30~50 DEG C, react 3~7h
After, decompression distills out the HF of generation and the monomer of residual, obtains the functionalized perfluoropolyethers with double bond end-blocking;
The preparation method of described epoxy (methyl) acrylate is: by 100 mass parts diglycidyl ether type epoxy resins
Heated and stirred, to 90~120 DEG C, then slowly drips off solubilized solution 0.1~3 mass parts initiator and 0.05~1 matter in 1~3h
10~100 mass parts (methyl) acrylic acid mixture of amount part polymerization inhibitor, then raise temperature to 120~150 DEG C, continue reaction 2
~8 hours, prepare epoxy (methyl) acrylate;
Described activity diluting monomer is 1,3 butyleneglycol diacrylate, 1,4 butanediol diacrylate, isobornyl third
One or more mixture in olefin(e) acid ester, 1,6 hexanediol diacrylate, dimethacrylate;
Described light trigger is benzophenone, benzoin ethyl ether, 2-hydroxy-2-methyl-1-phenyl-1-acetone, 1-hydroxy cyclohexylphenyl
Base phenyl ketone, 2,4,6-one or more mixture of trimethylbenzoyl diphenyl phosphine oxide;
Described solvent is one or more mixture in ethyl acetate, butyl acetate, acetone, toluene, dimethylbenzene.
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN106833056A (en) * | 2017-01-13 | 2017-06-13 | 湖南阳光新材料有限公司 | A kind of weatherability exterior wall ultraviolet light polymerization(UV)Coating |
CN117050243A (en) * | 2023-05-18 | 2023-11-14 | 湖南庆润新材料有限公司 | Fluorine-containing acrylate polymer, organic/inorganic hybrid self-cleaning anti-reflection coating, and preparation method and application thereof |
US11920052B2 (en) | 2019-08-01 | 2024-03-05 | Akzo Nobel Coatings International B.V. | Waterborne, UV curable coating composition for easy-clean coatings |
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CN1950427A (en) * | 2004-05-07 | 2007-04-18 | 3M创新有限公司 | Perfluoropolyether containing acrylat groups |
CN103589298A (en) * | 2013-10-24 | 2014-02-19 | 中科院广州化学有限公司 | Composite photocuring paint containing vinyl-terminated amphipathic fluorine-containing graft polymer and preparation method thereof |
CN105693949A (en) * | 2016-03-25 | 2016-06-22 | 中科院广州化学有限公司南雄材料生产基地 | Fluorine-containing anti-fingerprint oil polymer and preparation thereof, and application of polymer in field of super-amphiphobic materials |
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CN86108018A (en) * | 1985-11-20 | 1987-06-17 | 奥西蒙特公司 | New functionalized perfluoropolyethers and preparation method thereof |
CN1950427A (en) * | 2004-05-07 | 2007-04-18 | 3M创新有限公司 | Perfluoropolyether containing acrylat groups |
CN103589298A (en) * | 2013-10-24 | 2014-02-19 | 中科院广州化学有限公司 | Composite photocuring paint containing vinyl-terminated amphipathic fluorine-containing graft polymer and preparation method thereof |
CN105693949A (en) * | 2016-03-25 | 2016-06-22 | 中科院广州化学有限公司南雄材料生产基地 | Fluorine-containing anti-fingerprint oil polymer and preparation thereof, and application of polymer in field of super-amphiphobic materials |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN106833056A (en) * | 2017-01-13 | 2017-06-13 | 湖南阳光新材料有限公司 | A kind of weatherability exterior wall ultraviolet light polymerization(UV)Coating |
US11920052B2 (en) | 2019-08-01 | 2024-03-05 | Akzo Nobel Coatings International B.V. | Waterborne, UV curable coating composition for easy-clean coatings |
CN117050243A (en) * | 2023-05-18 | 2023-11-14 | 湖南庆润新材料有限公司 | Fluorine-containing acrylate polymer, organic/inorganic hybrid self-cleaning anti-reflection coating, and preparation method and application thereof |
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Application publication date: 20161207 |