CN106675219A - Transparent hardening composition, TAC glasses film and preparation method of TAC glasses film - Google Patents
Transparent hardening composition, TAC glasses film and preparation method of TAC glasses film Download PDFInfo
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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
- C09D101/00—Coating compositions based on cellulose, modified cellulose, or cellulose derivatives
- C09D101/08—Cellulose derivatives
- C09D101/10—Esters of organic acids
- C09D101/14—Mixed esters, e.g. cellulose acetate-butyrate
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/0427—Coating with only one layer of a composition containing a polymer binder
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- 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
- C09D101/00—Coating compositions based on cellulose, modified cellulose, or cellulose derivatives
- C09D101/08—Cellulose derivatives
- C09D101/10—Esters of organic acids
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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
- C09D101/00—Coating compositions based on cellulose, modified cellulose, or cellulose derivatives
- C09D101/08—Cellulose derivatives
- C09D101/10—Esters of organic acids
- C09D101/12—Cellulose acetate
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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
- 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
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
- C09D167/06—Unsaturated polyesters having carbon-to-carbon unsaturation
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
- C09D175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
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- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/10—Optical coatings produced by application to, or surface treatment of, optical elements
- G02B1/14—Protective coatings, e.g. hard coatings
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- C08J2301/00—Characterised by the use of cellulose, modified cellulose or cellulose derivatives
- C08J2301/08—Cellulose derivatives
- C08J2301/10—Esters of organic acids
- C08J2301/12—Cellulose acetate
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
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Abstract
Transparent hardening composition is prepared from components in parts by weight as follows: 5-20 parts of organic cellulose ester, 15-30 parts of monomers, 10-30 parts of a prepolymer, 2-7 parts of a first initiator, 2-7 parts of a second initiator, 0.1-1 part of a leveling agent and 30-65 parts of an organic solvent, wherein the organic cellulose ester structurally contains, in percentage by mass, 2%-55% of an acyl functional group and 1%-5% of a hydroxyl functional group. The organic cellulose ester in the composition remarkably improves the weather fastness, crimpiness, film coating property, flexibility, adhesion and wear resistance of a hardened coating of a transparent hardened TAC film, and the transparent hardening composition can be widely applied to the field of glasses lenses.
Description
Technical field
The invention belongs to film applications, more particularly to a kind of transparent hard compositionss, TAC glasses films and preparation method thereof.
Background technology
Polaroid can effectively exclude and filter the scattering light in light beam, make the nature that gets a clear view, and light is softer, has
Effect protect eyes.Polaroid glasses development experience glass polaroid, resin lens (CR-39), space eyeglass (PC), acrylic piece
(polymethyl methacrylate) and TAC polarized lenses.Wherein, because TAC polarized lenses have higher transmitance, scratch resistant
Wipe, safer using effect and enjoy consumers.
TAC polarized lenses basic structure is made up of PVA polarizing layers and TAC protective layer structures.TAC film has than other
The more excellent optical property of optical thin film, but wear-resisting difference itself, therefore need to apply hardened layer on TAC film, meet to PVA polarisations
The protection requirement of layer, such as Chinese patent CN1737609A, Chinese patent CN201876615U, Chinese patent CN203178607U
With the technology disclosed in Chinese patent CN201698107U files, simply simple stiffened, scratch resistance are made to TAC film structure
Processing spec, fails to the hardening coat compositionss on TAC film and improves weatherability, crimpiness, the plated film of TAC film
Property, pliability, adhesive force provide concrete solution.Technological means disclosed by Chinese patent CN104356928A are in TAC
On thin film, there is provided the coating composition that a kind of damage resistant and pliability are taken into account, but ignore the weatherability of TAC film, curling
Property, plated film, adhesive force, and the raising of these performances, are conducive to the production and processing of lenses and the prolongation of service life.
The content of the invention
It is an object of the invention to provide the preparation method of a kind of transparent hard compositionss, TAC glasses film and TAC glasses films,
It can effectively improve the aspects such as weatherability, crimpiness, plated film, pliability, adhesive force and the wearability of TAC lenses thin film
Performance and facilitate post-production and extend thin film service life.
The technical solution used in the present invention is：
A kind of transparent hard compositionss, each component and its parts by weight are：
Above-mentioned transparent hard compositionss, the structure of the cellulose organic ester includes acyl function and hydroxy functional group,
It is 1%~5% that the hydroxy functional group quality accounts for the ratio of cellulose organic ester molecular mass, and acyl function's mass is accounted for
The ratio of cellulose organic ester molecular mass is 2%~55%, and the degree of functionality of the monomer is 1~3, the sense of the prepolymer
Spend for more than 3.
Above-mentioned transparent hard compositionss, the cellulose organic ester is one or more in following material：Cellulose first
Acid esters, acetyl cellulose, cellulose acetate propionate ester, cellulose acetate-butyrate and cellulose pass through other esterification modifications
The cellulose organic ester that technology is generated.
Above-mentioned transparent hard compositionss, the organic solvent is one or more of following material：Methylisobutylketone, fourth
Ketone, ethyl acetate, butyl acetate, propylene glycol monomethyl ether, propylene glycol methyl ether acetate, methanol, ethanol, isopropanol, isobutanol, first
Benzene, dimethylbenzene and Ketohexamethylene, Ketocyclopentane.
A kind of transparent hard TAC glasses films, by TAC film support and a kind of above-mentioned transparent hard TAC glasses films
Compositionss are coated with the transparent hard layer to be formed composition.
Above-mentioned transparent hard TAC glasses films, the thickness of the transparent hard layer is 2~5 μm.
Above-mentioned transparent hard TAC glasses films, more than hardness 2H of the transparent hard layer, wear-resisting more than 500g.
A kind of method for preparing transparent hard TAC glasses films, step is as follows：
(1) cellulose organic ester, monomer and the first initiator mixing pre-reaction are prepared into into cellulose organic ester reactant liquor；
(2) by mixing that the cellulose organic ester reactant liquor and prepolymer, levelling agent, organic solvent, the second initiator are constituted
Compound is stirred and is prepared by mixing into transparent hard liquid；
(3) the transparent hard liquid is solidify to form into transparent hard TAC glasses films on TAC film support.
Above-mentioned preparation method, the component and its weight portion in the cellulose organic ester reactant liquor be：
Weight portion~20 weight portion of cellulose organic ester 5；
Weight portion~30 weight portion of monomer 15；
Weight portion~7 weight portion of first initiator 2.
Above-mentioned preparation method, prepolymer, levelling agent, organic solvent, the weight of the second initiator in the transparent hard liquid
Part it is：
Compared with prior art, the present invention has following technical characterstic：
1st, with the addition of acyl function in cellulose organic ester, because cellulose is esterified the acyl group volume to be formed greatly,
Polarity is low, and acyl group reduces inter-molecular attraction, effectively prevents cellulose from piling up, so that coating dissolubility and resin is compatible
Property, hydroxyl stability are improved；
2nd, with the increase of hydroxyl in cellulose organic ester, because hydroxyl is hydrophilic group so that coating is to electrophilic crosslinking
Agent respond increases, and the resistance to ethanol of coating, plated film are improved after paint solidification, while insolation proof ability, weatherability strengthen；
3rd, the cellulose organic ester containing oh group can reduce the internal stress that compositionss are produced in film forming procedure, increase
Plus between support and coating interface Van der Waals force and hydrogen bond effect, beneficial to the phase counterdiffusion of strand, and then improve coating group
The adhesive force of compound；
4th, with the addition of cellulose organic ester, in the presence of initiator, it is copolymerized crosslinking with monomer, prepolymer anti-
Should, form the side chain of network structure.Because fiber have good pliability in the organic ester structure of cellulose, formed after solidification
Resin hardness, it is wear-resisting do not reduce in the case of, pliability, crimpiness are greatly improved；
5th, TAC glasses film of the invention has the transmitance higher than ordinary optical plastics, and the present invention carries out TAC film
Transparent hard process so that TAC glasses film will not be scratched easily under external force, tear extends TAC glasses films and uses
Life-span；Resistance to ethanol, plated film are improved after the coating composition solidification that the present invention is provided so that the TAC glasses films that the present invention is provided
With good secondary recoating and resistance to ethanol effect, metal-oxide plated film and alkali cleaning when being conducive to lenses deep processing.
6th, by first allowing monomer and cellulose organic ester precrosslink, the primary network structure of formation to drop compared with low temperature in the present invention
It is low due to the volatilization of monomer when monomer, cellulose acetate and the step of prepolymer one mix Jing high temperature photocurings, substantially increase
The bright hardening coat degree of cross linking；Simultaneously because monomer has good diluting effect, initial stage and organic cellulose ester mixed dissolution are imitated
It is really good, it is to avoid prepolymer can not be such that cellulose organic ester fully dissolves because viscosity is larger.
Description of the drawings：
Fig. 1 is the structural representation of the present invention.
Each layer is numbered in figure：Transparent support 1；Clear coat 2；Cellulose organic ester 3.
Specific embodiment
The preparation method of a kind of transparent hard compositionss, TAC glasses film and TAC glasses films that the present invention is provided, including TAC
Transparent support 1 and the clear coat 2 for being arranged on transparent support surface, clear coat is by containing cellulose organic ester 3
What coating Jing ultraviolet light polymerizations were formed.
In order that clear coat has good weatherability, crimpiness, plated film, pliability, adhesive force, wearability, shape
Cellulose organic ester is must be added in the coating of coating.Be adapted to the present invention cellulose organic ester comprising cellulose formate,
Acetyl cellulose, cellulose acetate propionate ester, cellulose acetate-butyrate and cellulose pass through other esterification modification technologies
The cellulose organic ester of generation.Commercially available CA-398-3, CA-398-6, CA-398-10, CA-398- can be selected from, but not limited to,
30、CA-394-60S、CAB-551-0.01、CAB-551-0.2、CAB-553-0.4、CAB-531-1、CAB-500-5、CAB-
381-0.1、CAB-381-0.5、CAB-381-2、CAB-381-2BP、CAB-381-20、CAB-321-0.1、CPA-504-0.2、
CPA-482-0.5、CPA-482-20.These cellulose organic esters can be used alone, it is also possible to make 2 kinds or its combination of the above
With.If the organic ester content of cellulose is less than 5 weight portions, raising weatherability, crimpiness, plated film, wearability, soft is not reached
Toughness, adhesive force effect.If above 20 weight portions, paint viscosity increasing, coating waste water can be made difficult, and coating can be caused
Turn white, light transmittance is reduced.
In order that cellulose organic ester is preferably dissolved in coating, and can be more preferable crosslink reaction, shape with prepolymer
Monomer is must be added in the coating of coating.The monomer structure has (methyl) acryloxy, is adapted to the monomer of the present invention
Comprising one or more in following material：Diethylene glycol class diacrylate, triethylene glycol class diacrylate, Polyethylene Glycol
(200) diacrylate, Polyethylene Glycol (400) diacrylate, Polyethylene Glycol (600) diacrylate, dipropylene glycol class two
Acrylate, tripropylene glycol class diacrylate；1,6-hexanediyl ester, neopentylglycol diacrylate, adjacent benzene two
Formic acid glycol diacrylate, tetramethylolmethane three (methyl) acrylate, tetramethylolmethane four (methyl) acrylate, ethoxyquin
Tetramethylolmethane four (methyl) acrylate, dipentaerythritol three (methyl) acrylate, dipentaerythritol four (methyl) acrylic acid
Ester, two-three hydroxyl (methyl) tetraacrylates, trimethylolpropane tris (methyl) acrylate, three (2- ethoxys) isocyanides
Month uric acid three (methyl) acrylate, ethoxyquin trimethylolpropane tris (methyl) acrylate, the third oxidation trimethylolpropane
Three (methyl) acrylate, glycerol propoxylate three (methyl) acrylate etc..If content of monomer is less than 15 weight portions, monomer is double
Linkage content is low, and after UV solidifications network structure is not sufficiently formed, and the cellulose organic ester for being grafted on macromolecular main chain is few, reaches
Less than raising plated film, adhesive force effect.If above 30 weight portions, can make monomer that leading position is occupied in coating, make solid
Macromolecular main chain length after change shortens, and causes coating hardness to reduce.
In order that coating gives cured film enough hardness, prepolymer is must be added in the coating for forming coating, be adapted to this
Invention (methyl) acrylic ester prepolymer be：Aliphatic polyurethane three (methyl) the acrylate, (first of aliphatic polyurethane four
Base) acrylate, aliphatic polyurethane five (methyl) acrylate, aliphatic polyurethane six (methyl) acrylate, aromatic series
Adoption urethane three (methyl) acrylate, aromatic series adoption urethane four (methyl) the acrylate, (first of aromatic series adoption urethane five
Base) acrylate, aromatic series adoption urethane six (methyl) acrylate, PEPA, aliphatic polyurethane (methyl) 3 third
Olefin(e) acid ester, PEPA, aliphatic polyurethane (methyl) tetraacrylate, PEPA, aliphatic polyurethane (methyl)
Five acrylate, PEPA, the acrylate of aliphatic polyurethane (methyl) six, Fen Quan Ring oxygen (methyl) acrylate, Ring
Oxygen soybean oil (methyl) acrylate etc..If prepolymer content is less than 10 weight portions, coating is too thin, then oxygen inhibition phenomenon is tight
Weight, coating surface is difficult fully solidification.If above 30 weight portions, then dope viscosity is big, and coating waste water is difficult, and after solidifying
The easy embrittlement of coating.
The THICKNESS CONTROL of coating is advisable in the range of 2~5 μm, if this is because the thickness of coating be less than 2 μm, very
Difficulty reaches the pencil hardness of 2H；And if the thickness of coating is more than 5 μm, coating is very thick, solidification is difficult, and post-production is deteriorated.
So, more preferably 3~4 μm of the thickness of coating.
In order to be able to cause prepolymer, monomer, cellulose organic ester to be crosslinked mutually, must be added to draw in the coating for forming coating
Send out agent.Initiator is raw material commonly used in the art, and being adapted to the initiator of the present invention has radical polymerization initiator and cation poly-
Close the big class of initiator two.The first initiator and the second initiator for enumerating has：Radical polymerization initiator：2- hydroxy-methyl benzene
Base propane -1- ketone (1173), 1- hydroxy-cyclohexyl phenyl ketones (184), 2- methyl isophthalic acids-(4- methyl mercapto phenyl) -2- morpholinyl -1-
Acetone (907), benzoin dimethylether (651), 2,4,6 (trimethylbenzoyl) diphenyl phosphine oxides (TPO), benzophenone
(BP), 2- isopropyl thioxanthones (ITX) etc.；Cationic polymerization initiators：Diaryl group iodized salt, triaryl iodine salt, alkyl
Iodine salt, isopropylbenzene cyclopentadienyl ferrum hexafluorophosphate etc..Preferably radical polymerization initiator, such as 2- hydroxy-methyls phenyl third of the invention
Alkane -1- ketone (1173) and 1- hydroxy-cyclohexyl phenyl ketones (184).Above-mentioned initiator preferably 2.5~10 weight portions.These photocurings
Agent can be used alone, it is also possible to use 2 kinds or its combination of the above.
In order to improve the flatness of coating, in the coating in the present invention levelling agent is additionally added.It is adapted to the levelling agent of the present invention
Commercially available organosiloxane or acrylic acid levelling agent can be selected from, but not limited to, such as：BYK-307、BYK-377、BYK-354、
BYK-306、BYK-333、Levaslip 407、Levaslip 410、Levaslip 411、Levaslip 432、Levaslip
466 etc..The amount of levelling agent preferably 0.1~1 weight portion, if levelling agent content be less than 0.1 weight portion, coating occur shrinkage cavity,
The disadvantages such as corrugation.If above 1 weight portion, then other effects of coating after solidification can be had a negative impact.
In order to control paint viscosity and concentration, organic solvent is additionally added in the coating in the present invention, as long as can be in base material
The upper coating for forming the present invention, it is possible to use conventional organic solvent without any restriction, for example：Methylisobutylketone, butanone,
Ethyl acetate, butyl acetate, propylene glycol monomethyl ether, propylene glycol methyl ether acetate, methanol, ethanol, isopropanol, isobutanol, toluene, two
Toluene and Ketohexamethylene, Ketocyclopentane.These organic solvents can be used alone, it is also possible to use 2 kinds or its combination of the above, coating
Concentration and viscosity can purpose of the invention suitably selected.
As long as the coating of the present invention can be formed, coating process is had no particular limits, it is possible to use conventional method,
Such as stick coating method, scraper for coating method, Mayer stick coating methods, rolling method, scraper plate rubbing method, bar stitches rubbing method and gravure coating process carrys out shape
Into coating.Preferred stripe is stitched and gravure coating process.
Can obtain from high voltage mercury lamp, fusion H lamps or xenon lamp as being used to make the ultraviolet of the resin solidification in coating of the present invention
, the light quantity irradiated is commonly used in 100~500mj/cm2In the range of, preferably 300~500mj/cm2Scope.
The thickness of TAC film support has no particular limits.Generally, the thickness is at 60~300 μm, more preferably 80
In the range of~250 μm.When the thickness is less than 60 μm, in the case that total lens thickness is constant, the laminating TAC film number of plies increases
It is many, it is uneconomical；When TAC film thickness is more than 300 μm, casting technique is difficult during production TAC film, and thin film flaw is more.
The present invention is specifically described with reference to specific embodiment, but the present invention is not limited to this.
Embodiment 1
1. prepared by cellulose organic ester reactant liquor：
Cellulose acetate-butyrate 5g
Monomer triethylene glycol diacrylate 15g
First initiator 2g
By the cellulose acetate-butyrate [Yi Shiman, CAB-550-5, acetyl 4 %, bytyry 51%, hydroxyl 1%] of 5g
Mix with 15g triethylene glycol diacrylate monomers [Sartomer TEGDA, SR272, degree of functionality 2], with 30 on heated and stirred machine
DEG C high-speed stirred 1 hour, makes the organic powdered granule of solid cellulose uniform swelling in monomer diluent, by the initiators of 2g first
During [German BASF, 184] is added to mixed liquor, continue stirring at low speed 0.5 hour, pre-pay cellulose organic ester and monomer
Connection, forms 22g cellulose organic ester reactant liquors.
2. the preparation of transparent hard liquid：
10g aliphatic urethane acrylate prepolymer EB205 [ratio of greater inequality west, degree of functionality 3] are dissolved into 30g butanone solvents
In, add 0.1g acrylic polyesters modified siloxane levelling agent BYK-371 [Bi Ke is chemical] and initiator [the German Baths of 2g second
Husband, 184], finally add 22g cellulose organic ester reactant liquors, it is 47% cured coating that stirring obtains solid, standby.
The preparation of 3.TAC transparent hardened films：
Above-mentioned transparent hard liquid application is added to into a face of TAC [acetyl cellulose] thin film that thickness is 60 μm of optical grades
On, after 70 DEG C of coatings to formation are dried 2min, with mJ/cm2Light quantity, by ultraviolet irradiation dry coating is entered
Row solidification, obtains the hardening coat that coating layer thickness is 4 μm, tests its performance.
Embodiment 2
1. prepared by cellulose organic ester reactant liquor：
By 5g cellulose acetate-butyrates [Yi Shiman, CAB-550-5, acetyl 4 %, bytyry 51%, hydroxyl 1%],
5g acetyl celluloses [Yi Shiman CA-398-10, acetyl 4 0%, hydroxyl 3.5%] and 15g pentaerythritol triacrylate lists
Body [Shanghai cyanogen spy PETA, degree of functionality 3] mixes, and with 30 DEG C of high-speed stirred 1 hour on heated and stirred machine, have solid fiber
Machine powdered granule is uniform swelling in monomer diluent, during the initiators of 4g first [Beijing English power, 1173] are added to into mixed liquor,
Continue stirring at low speed 0.5 hour, make cellulose organic ester and monomer precrosslink, form 29g cellulose organic ester reactant liquors.
2. the preparation of transparent hard liquid：
15g aliphatic urethane acrylate prepolymer 6145-100 [Changxing chemistry, degree of functionality 6] are dissolved into 65g first
In benzene solvent, add 0.3g polysiloxane polyether copolymer levelling agent Gl ide-440 [the high chemistry of enlightening] and the initiators of 3g second
[Beijing English power, 1173], finally adds 29g cellulose organic ester reactant liquors, and blender stirring obtains solid for 36% hardening
Coating, it is standby.
The preparation of 3.TAC transparent hardened films：
Above-mentioned transparent hard liquid application is added to into a face of TAC [acetyl cellulose] thin film that thickness is 80 μm of optical grades
On, after 90 DEG C of coatings to formation are dried 2min, with 400mJ/cm2Light quantity, by ultraviolet irradiate to dry painting
Layer is solidified, and obtains the hardening coat that coating layer thickness is 2 μm, tests its performance.
Embodiment 3
1. prepared by cellulose organic ester reactant liquor：
By 5g cellulose acetate-butyrates [Yi Shiman, CAB-550-5, acetyl 4 %, bytyry 51%, hydroxyl 1%],
5g acetyl celluloses [Yi Shiman CA-398-10, acetyl 4 0%, hydroxyl 3.5%], [she is scholar for 5g cellulose acetate propionate esters
It is graceful, CPA-482-0.5, acetyl group 2.5%, propiono 45%, hydroxyl 2.6%] and 20g hydroxyethyl methylacrylates [Shanghai cyanogen
Special HEMA, degree of functionality 1] mixing, with 30 DEG C of high-speed stirred 1 hour on heated and stirred machine, make the organic powdery of solid cellulose
Grain is uniform swelling in monomer diluent, during the initiators of 2g first [Beijing English power, 1173] are added to into mixed liquor, continues low speed
Stirring 0.5 hour, makes cellulose organic ester and monomer precrosslink, forms 37g cellulose organic ester reactant liquors.
2. the preparation of transparent hard liquid：
19g aliphatic urethane acrylate prepolymer KJ9503, [Shanghai causes moral；Degree of functionality 9] it is dissolved into 61.64g first
In base isobutyl ketone solvent, addition 0.36g polysiloxane polyether copolymer levelling agent Glide-440 [the high chemistry of enlightening] and 2g second draw
Agent [Beijing English power, 1173] is sent out, finally adds 37g cellulose organic ester reactant liquors, blender stirring obtains solid for 45%
Cured coating, it is standby.
The preparation of 3.TAC transparent hardened films：
Above-mentioned transparent hard liquid application is added to into one of TAC [acetyl cellulose] thin film that thickness is 175 μm of optical grades
On face, after 80 DEG C of coatings to formation are dried 2min, with 400mJ/cm2Light quantity, by ultraviolet irradiate to dry
Coating is solidified, and obtains the hardening coat that coating layer thickness is 3.5 μm, tests its performance.
Embodiment 4
1. prepared by cellulose organic ester reactant liquor：
Acetyl cellulose 18g
Monomer three (2- ethoxys) isocyanuric acid triacrylate 24g
First initiator 4g
By acetyl cellulose [Yi Shiman, CAB-381-20, acetyl group 13%, bytyry 37%, the hydroxyl of 18g
1.8%] mix with 24g tri- (2- ethoxys) isocyanuric acid triacrylate monomer [Tianjin proud son of heaven THEICTA, degree of functionality 3],
With 30 DEG C of high-speed stirred 1 hour on heated and stirred machine, make the organic powdered granule of solid cellulose uniform swelling in monomer diluent
In, during the initiators of 4g first [Changzhou China titanium, TPO] are added to into mixed liquor, cellulose organic ester and monomer precrosslink are made, formed
46g cellulose organic ester reactant liquors.
2. the preparation of transparent hard liquid：
12g Epoxy Resin Acrylate prepolymer UVO-61201 [Zhejiang Xi Lai rooms, degree of functionality 12] are dissolved into 35g second
In acetoacetic ester and 24.64g isophorone solvents, add 0.36g acrylic polyester modified siloxane levelling agent BYK-3500 [Bi Ke
Chemistry] and the initiators of 2g second [Changzhou China titanium, TPO], finally adding 46g cellulose organic ester reactant liquors, blender is stirred
It is 45% cured coating to solid, it is standby.
The preparation of 3.TAC transparent hardened films：
Above-mentioned transparent hard liquid application is added to into one of TAC [acetyl cellulose] thin film that thickness is 200 μm of optical grades
On face, after 75 DEG C of coatings to formation are dried 2min, with 400mJ/cm2Light quantity, by ultraviolet irradiate to dry
Coating is solidified, and obtains the hardening coat that coating layer thickness is 3.5 μm, tests its performance.
Embodiment 5
1. prepared by cellulose organic ester reactant liquor：
Cellulose acetate propionate ester 10g
Monomer hexanediyl ester 18g
First initiator 5g
By 10g cellulose acetate propionate esters [Yi Shiman, CPA-504-0.2, acetyl group 0.5%, propiono 42.5%, hydroxyl
Base 5%] and 18g hexanediyl ester monomers [Tianjin high-tech HDDA, degree of functionality 2] mixing, with 30 on heated and stirred machine
DEG C high-speed stirred 1 hour, makes the organic powdered granule of solid cellulose uniform swelling in monomer diluent, by the initiators of 5g first
During [Changzhou China titanium, TPO] is added to mixed liquor, continue stirring at low speed 0.5 hour, make cellulose organic ester and monomer precrosslink,
Form 33g cellulose organic ester reactant liquors.
2. the preparation of transparent hard liquid：
30g polyester acrylic ester prepolymers 2251 [Sartomer, degree of functionality 3] are dissolved into 40g Ketohexamethylene and 15g Ketocyclopentane
In solvent, addition 0.8g acrylic polyesters modified siloxane levelling agent BYK-3700 [Bi Ke is chemical] and the initiators of 5g second are [often
State China titanium, TPO], finally add 33g cellulose organic ester reactant liquors, it is 47% cured coating that stirring obtains solid, standby.
The preparation of 3.TAC transparent hardened films：
Above-mentioned transparent hard liquid application is added to into one of TAC [acetyl cellulose] thin film that thickness is 250 μm of optical grades
On face, after 85 DEG C of coatings to formation are dried 2min, with 400mJ/cm2Light quantity, by ultraviolet irradiate to dry
Coating is solidified, and obtains the hardening coat that coating layer thickness is 4 μm, tests its performance.
Embodiment 6
1. prepared by cellulose organic ester reactant liquor：
Cellulose formate 20g
Monomeric acrylic hydroxyl ethyl ester 30g
First initiator 7g
By 20g cellulose formates [U.S.'s Hercules cellulose, formyl 2%, hydroxyl 5%] and 30g methacrylic acids
Hydroxyl ethyl ester [Shanghai cyanogen spy HEMA, degree of functionality 1] mixes, and with 30 DEG C of high-speed stirred 1 hour on heated and stirred machine, makes solid fiber
Have machine powdered granule uniform swelling in monomer diluent, the initiators of 7g first [Changzhou China titanium, 651] are added to into mixed liquor
In, continue stirring at low speed 0.5 hour, cellulose organic ester and monomer precrosslink are made, form 57g cellulose organic ester reactant liquors.
2. the preparation of transparent hard liquid：
30g polyester acrylic ester prepolymers 2251 [Sartomer, degree of functionality 3] are dissolved into 35g isopropanols and 30g Propylene Glycol
In methyl ether, add 1g acrylic polyesters modified siloxane levelling agent BYK-3700 [Bi Ke is chemical] and the second initiators of 7g [Changzhou
Hua Tai, 651], finally add 57g cellulose organic ester reactant liquors, it is 50% cured coating that stirring obtains solid, standby.
The preparation of 3.TAC transparent hardened films：
Above-mentioned transparent hard liquid application is added to into one of TAC [acetyl cellulose] thin film that thickness is 300 μm of optical grades
On face, after 90 DEG C of coatings to formation are dried 2min, with 400mJ/cm2Light quantity, by ultraviolet irradiate to dry
Coating is solidified, and obtains the hardening coat that coating layer thickness is 5 μm, tests its performance.
Comparative example 1
1. the preparation of transparent hard liquid：
34g aliphatic urethane acrylate prepolymer KJ9503, [Shanghai causes moral；Degree of functionality 9] it is dissolved into 61.64g first
In base isobutyl ketone solvent, add 0.36g polysiloxane polyether copolymer levelling agent Glide-440 [the high chemistry of enlightening] and 4g initiators
[Beijing English power, 1173], finally adds 20g hydroxyethyl methylacrylate monomers, and it is hard for 45% that blender stirring obtains solid
Change coating, it is standby.
The preparation of 2.TAC transparent hardened films：
Above-mentioned transparent hard liquid application is added to into one of TAC [acetyl cellulose] thin film that thickness is 175 μm of optical grades
On face, after 70 DEG C of coatings to formation are dried 2min, with 400mJ/cm2Light quantity, by ultraviolet irradiate to dry
Coating is solidified, and obtains the hardening coat that coating layer thickness is 3.5 μm, tests its performance.
Comparative example 2
1. the preparation of transparent hard liquid：
30g Epoxy Resin Acrylate prepolymer UVO-61201 [Zhejiang Xi Lai rooms, degree of functionality 12] are dissolved into 35g second
In acetoacetic ester and 24.64g isophorone solvents, add 0.36g acrylic polyester modified siloxane levelling agent BYK-3500 [Bi Ke
Chemistry] and 6g initiators [Changzhou China titanium, TPO], finally add (2- ethoxys) the isocyanuric acid triacrylate of 24g monomers three
[Tianjin proud son of heaven THEICTA, 3 officials], it is 45% cured coating that blender stirring obtains solid, standby.
The preparation of 2.TAC transparent hardened films：
Above-mentioned transparent hard liquid application is added to into one of TAC [acetyl cellulose] thin film that thickness is 200 μm of optical grades
On face, after 90 DEG C of coatings to formation are dried 2min, with 400mJ/cm2Light quantity, by ultraviolet irradiate to dry
Coating is solidified, and obtains the hardening coat that coating layer thickness is 3.5 μm, tests its performance.
The test result of properties see the table below 1：
The each embodiment test data table of table 1
In table, the method for testing of properties is as follows：
1st, weatherability test：
Using xenon lamp aging proof box (Q-LAB companies of the U.S.), light intensity 0.71W/m2, temperature 60 C, experimental period 120 is little
When；Take out aging rear print spectral photometric colour measuring meter (Konica Minolta Investment Co., Ltd, model C M-5) test Δ b values, Δ b
Less, the weatherability of product is better.
2nd, crimpiness test：
Film is cut into into 21*21cm squares to be laid on experiment table top, the crimp height for measuring 4 angles with steel ruler is tried to achieve flat
Average (unit mm), meansigma methodss are less, and the crimp property of product is better.
3rd, plated film test：
Sky is steamed using filming equipment (German Mbraun companies, model Mbraun-IC5) and plates metal aluminium oxide, with being moistened with
Dehydrated alcohol non-dust cloth is wiped 100 times, judgment criteria：
The coat of metal is judged to A without coming off, and the coat of metal occurs coming off on a small quantity being judged to B that the coat of metal occurs a large amount of de-
Fall to being judged to C.
4th, pliability test：
Determined, outer 180 ° of the mandrel rod of winding of coating volume using paint film bend test device (manufacture of Tianjin essence section, model QTY-32)
(a diameter of 2mm of mandrel rod), thinfilms keep 10s, remove after thin film with hand-held optical microscope (Suzhou Bei Tejia photoelectricity public affairs
Department's model MG10081-2-150X) carry out coating failure observation, judgment criteria：
Coating does not ftracture and is judged to A, and coating has slight cracking to be judged to B, and coating has serious cracking to be judged to C.
5th, adhesive force test：
Print is put into into 100 DEG C of water-baths (the rich news in Shanghai, model HH, S11-1), constant temperature 0.5 hour takes out print and uses hundred
Lattice knife marks hundred lattice, and with day east PE protecting film (model 224) adhesion test, judgment criteria are carried out：
Coating does not come off and is judged to A, and coating shedding is judged to B less than 10%, and coating shedding more than 10% is judged to C.
6th, wearability test：
Using the resistance to grinding machine of steel wool (smart good equipment and instrument, 0000# steel wool, model A20-339), test pressure 500g,
Slidably reciprocate 10 times, judgment criteria：
There is the friction marking and is judged to A less than 5 in coating, and being judged to below the friction marking more than 5 10 occurs in coating
There is the friction marking and is judged to C more than 10 in B, coating.
7th, hardness test：
Rubbed 5 times in coating surface using 2H pencil hardness (loading 500g), criterion：
There is not scuffing and is judged to A in coating, and coating scuffing less than 2 occurs and is judged to B, and scratching more than 2 occurs in coating
It is judged to C.
Claims (10)
1. a kind of transparent hard compositionss, it is characterised in that component and its weight portion are：
The structure of the cellulose organic ester includes acyl function and hydroxy functional group, and the hydroxy functional group quality accounts for fiber
The ratio for have machine ester molecule quality is 1%~5%, and acyl function's mass accounts for the ratio of cellulose organic ester molecular mass
Example is 2%~55%, and the degree of functionality of the monomer is 1~3, and the degree of functionality of the prepolymer is more than 3.
2. transparent hard compositionss according to claim 1, it is characterised in that the cellulose organic ester is following material
In one or more：Cellulose formate, acetyl cellulose, cellulose acetate propionate ester, cellulose acetate-butyrate with
And the cellulose organic ester that cellulose is generated through other esterification modification technologies.
3. transparent hard compositionss according to claim 1, it is characterised in that the monomer structure has acryloyl-oxy
Base, methacryloxy.
4. transparent hard compositionss according to claim 1, it is characterised in that the organic solvent is the one of following material
Plant or several：Methylisobutylketone, butanone, ethyl acetate, butyl acetate, propylene glycol monomethyl ether, propylene glycol methyl ether acetate, methanol,
Ethanol, isopropanol, isobutanol, toluene, dimethylbenzene and Ketohexamethylene and Ketocyclopentane.
5. a kind of transparent hard TAC glasses films, it is characterised in that by TAC film support and such as any one of claim 1-4 institute
The transparent hard compositionss stated are coated with the transparent hard layer to be formed composition.
6. transparent hard TAC glasses film according to claim 5, it is characterised in that the thickness of the transparent hard layer is 2 μm
~5 μm.
7. transparent hard TAC glasses film according to claim 6, it is characterised in that hardness 2H of the transparent hard layer with
Above, wear-resisting more than 500.
8. a kind of method for preparing transparent hard TAC glasses films as claimed in claim 5, it is characterised in that prepare by as follows
Step is carried out：
(1) cellulose organic ester, monomer and the first initiator mixing pre-reaction are prepared into into cellulose organic ester reactant liquor；
(2) the mixture for constituting the cellulose organic ester reactant liquor and prepolymer, levelling agent, organic solvent, the second initiator
It is stirred and is prepared by mixing into transparent hard liquid；
(3) the transparent hard liquid is solidify to form into transparent hard TAC glasses films on TAC film support.
9. the method for preparing transparent hard TAC glasses films according to claim 8, it is characterised in that the fiber have
Component and its weight portion in machine ester reactant liquor be：
Weight portion~20 weight portion of cellulose organic ester 5；
Weight portion~30 weight portion of monomer 15；
Weight portion~7 weight portion of first initiator 2.
10. the method for preparing transparent hard TAC glasses films according to claim 9, it is characterised in that the transparent hard
Prepolymer, levelling agent, organic solvent, the weight portion of the second initiator are in liquid：
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2021016911A1 (en) | 2019-07-31 | 2021-02-04 | Eastman Chemical (China) Co., Ltd. | Polyester articles having an improved hard-coat |
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| CN1493007A (en) * | 2001-02-23 | 2004-04-28 | 日本化药株式会社 | Phase dfiference film comprising polymer film having ultraviolet curable resin composition for alignment film and liquid crystalline compound |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| WO2021016911A1 (en) | 2019-07-31 | 2021-02-04 | Eastman Chemical (China) Co., Ltd. | Polyester articles having an improved hard-coat |
| EP4004082A4 (en) * | 2019-07-31 | 2023-05-31 | Eastman Chemical (China) Co., Ltd. | Polyester articles having an improved hard-coat |
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