CN112852200B - Photochromic coating, photochromic coating prepared from same and preparation method of photochromic coating - Google Patents
Photochromic coating, photochromic coating prepared from same and preparation method of photochromic coating Download PDFInfo
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- CN112852200B CN112852200B CN202011640132.2A CN202011640132A CN112852200B CN 112852200 B CN112852200 B CN 112852200B CN 202011640132 A CN202011640132 A CN 202011640132A CN 112852200 B CN112852200 B CN 112852200B
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- 238000000576 coating method Methods 0.000 title claims abstract description 165
- 239000011248 coating agent Substances 0.000 title claims abstract description 161
- 238000002360 preparation method Methods 0.000 title claims abstract description 21
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 57
- 239000000178 monomer Substances 0.000 claims abstract description 39
- 239000000758 substrate Substances 0.000 claims abstract description 25
- 239000000843 powder Substances 0.000 claims abstract description 22
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 16
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 15
- 239000003999 initiator Substances 0.000 claims abstract description 15
- 238000009835 boiling Methods 0.000 claims abstract description 12
- 238000004528 spin coating Methods 0.000 claims description 19
- 239000000463 material Substances 0.000 claims description 16
- -1 allyl ester Chemical class 0.000 claims description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 6
- 238000010438 heat treatment Methods 0.000 claims description 6
- 239000003973 paint Substances 0.000 claims description 6
- 239000002202 Polyethylene glycol Substances 0.000 claims description 3
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical class CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 3
- 229920001223 polyethylene glycol Polymers 0.000 claims description 3
- ZCZFEIZSYJAXKS-UHFFFAOYSA-N [3-hydroxy-2,2-bis(hydroxymethyl)propyl] prop-2-enoate Chemical compound OCC(CO)(CO)COC(=O)C=C ZCZFEIZSYJAXKS-UHFFFAOYSA-N 0.000 claims description 2
- 239000004971 Cross linker Substances 0.000 claims 2
- 238000001723 curing Methods 0.000 abstract description 39
- 239000002904 solvent Substances 0.000 abstract description 12
- 230000002195 synergetic effect Effects 0.000 abstract description 4
- 230000000052 comparative effect Effects 0.000 description 22
- 238000000034 method Methods 0.000 description 11
- 239000000203 mixture Substances 0.000 description 10
- 238000002834 transmittance Methods 0.000 description 8
- 238000012360 testing method Methods 0.000 description 7
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 6
- 238000002845 discoloration Methods 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- 238000001035 drying Methods 0.000 description 4
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 3
- 238000005286 illumination Methods 0.000 description 3
- 229920002635 polyurethane Polymers 0.000 description 3
- 239000004814 polyurethane Substances 0.000 description 3
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- CLHPBURJMZXHFZ-UHFFFAOYSA-N (1,2,2-trimethylcyclohexyl) prop-2-enoate Chemical compound CC1(C)CCCCC1(C)OC(=O)C=C CLHPBURJMZXHFZ-UHFFFAOYSA-N 0.000 description 2
- UCBVELLBUAKUNE-UHFFFAOYSA-N 1,3-bis(prop-2-enyl)-1,3,5-triazinane-2,4,6-trione Chemical group C=CCN1C(=O)NC(=O)N(CC=C)C1=O UCBVELLBUAKUNE-UHFFFAOYSA-N 0.000 description 2
- VCMLCMCXCRBSQO-UHFFFAOYSA-N 3h-benzo[f]chromene Chemical group C1=CC=CC2=C(C=CCO3)C3=CC=C21 VCMLCMCXCRBSQO-UHFFFAOYSA-N 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Natural products CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 239000011247 coating layer Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000004205 dimethyl polysiloxane Substances 0.000 description 2
- 238000007046 ethoxylation reaction Methods 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- KOMNUTZXSVSERR-UHFFFAOYSA-N 1,3,5-tris(prop-2-enyl)-1,3,5-triazinane-2,4,6-trione Chemical compound C=CCN1C(=O)N(CC=C)C(=O)N(CC=C)C1=O KOMNUTZXSVSERR-UHFFFAOYSA-N 0.000 description 1
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 1
- GUCYFKSBFREPBC-UHFFFAOYSA-N [phenyl-(2,4,6-trimethylbenzoyl)phosphoryl]-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C(=O)C1=C(C)C=C(C)C=C1C GUCYFKSBFREPBC-UHFFFAOYSA-N 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- HLPGSZYVAQFCES-UHFFFAOYSA-N diphenoxyphosphoryl-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(OC=1C=CC=CC=1)OC1=CC=CC=C1 HLPGSZYVAQFCES-UHFFFAOYSA-N 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 230000002779 inactivation Effects 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- BFYJDHRWCNNYJQ-UHFFFAOYSA-N oxo-(3-oxo-3-phenylpropoxy)-(2,4,6-trimethylphenyl)phosphanium Chemical compound CC1=CC(C)=CC(C)=C1[P+](=O)OCCC(=O)C1=CC=CC=C1 BFYJDHRWCNNYJQ-UHFFFAOYSA-N 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920006295 polythiol Chemical class 0.000 description 1
- 238000012797 qualification Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000001029 thermal curing Methods 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
Classifications
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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
- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D1/00—Processes for applying liquids or other fluent materials
- B05D1/002—Processes for applying liquids or other fluent materials the substrate being rotated
- B05D1/005—Spin coating
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D3/00—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials
- B05D3/02—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by baking
- B05D3/0209—Multistage baking
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D3/00—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials
- B05D3/06—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by exposure to radiation
- B05D3/061—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by exposure to radiation using U.V.
- B05D3/065—After-treatment
- B05D3/067—Curing or cross-linking the coating
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D5/00—Processes for applying liquids or other fluent materials to surfaces to obtain special surface effects, finishes or structures
- B05D5/06—Processes for applying liquids or other fluent materials to surfaces to obtain special surface effects, finishes or structures to obtain multicolour or other optical effects
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D7/00—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials
- B05D7/24—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials for applying particular liquids or other fluent materials
-
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/63—Additives non-macromolecular organic
Landscapes
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Plasma & Fusion (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Paints Or Removers (AREA)
Abstract
The invention discloses a photochromic coating, a photochromic coating prepared from the same and a preparation method of the photochromic coating. The photochromic coating comprises the following components: acrylate oligomer, acrylate monomer, photochromic powder, cross-linking agent, initiator and leveling agent; the boiling point of the acrylate monomer is more than or equal to 200 ℃. The coating which does not contain solvent and has good and stable photochromic performance is obtained by the mutual cooperation and synergistic effect of the acrylate monomer with high boiling point, the cross-linking agent, the acrylate oligomer, the photochromic powder, the initiator and the flatting agent. By the two-step curing method, the coating substrate is baked at medium temperature and then cured by the UV-LED, so that the photochromic coating can be cured quickly in a very short time, the curing efficiency is very high, and the photochromic performance is excellent.
Description
Technical Field
The invention relates to the field of optical materials, in particular to a photochromic coating, a photochromic coating prepared from the photochromic coating and a preparation method of the photochromic coating.
Background
The photochromic coating changes in color when irradiated by ultraviolet rays, and after the photochromic coating leaves the ultraviolet rays for irradiation, the coating gradually recovers the original color, is used for shielding the ultraviolet rays on the optical lens and achieves excellent light regulation.
In the prior art, in order to obtain good color change uniformity, the photochromic effect is usually realized by adopting film color change, but the general film color change is a thermosetting process, the curing time is long, the process is complex, the qualification rate is low, and meanwhile, a large amount of volatile solvent is added, so that the environment safety and the environment protection are not facilitated.
Chinese patent application CN106833338A discloses a photochromic paint, which comprises isocyanate compounds, polythiol compounds, a solvent, a color-changing powder and the like, wherein the solvent is toluene, the addition amount is 30-50 parts, and the solvent is extremely volatile in the curing process of the paint and is not beneficial to environmental protection.
Chinese patent application CN103897574A discloses a photochromic composition coating, which comprises polymeric polyol, substance containing isocyanate group, polymethyl methacrylate and other components, and the coating is fixed by a process combining thermal curing and ultraviolet curing. Although the coating does not contain a small molecular solvent, the ultraviolet curing time reaches more than 1h, the time is long, the energy consumption is high, and the color-changing powder in the coating is very easy to damage.
Therefore, it is required to develop a photochromic coating material and a photochromic coating layer having a low solvent content and a high curing efficiency.
Disclosure of Invention
The invention provides a photochromic coating which does not contain a small molecular solvent, can be cured efficiently and has good photochromic performance, so as to overcome the defects of high solvent content and low curing efficiency in the prior art.
The invention also aims to provide a photochromic coating prepared from the photochromic coating.
Another object of the present invention is to provide a method for preparing the above photochromic coating layer.
It is another object of the present invention to provide the use of the above photochromic coating.
In order to solve the technical problems, the invention adopts the technical scheme that:
the photochromic coating comprises the following components in parts by weight:
20-80 parts of acrylic ester oligomer,
20-80 parts of an acrylic ester monomer,
2-8 parts of photochromic powder,
0.1 to 2 parts of a crosslinking agent,
1-5 parts of an initiator,
0.1-0.3 part of a leveling agent;
the boiling point of the acrylate monomer is more than or equal to 200 ℃.
The boiling point of the acrylate monomer is the boiling point at normal atmospheric pressure.
The acrylate monomer has the characteristics of high boiling point, high heat resistance and high polarity, and the inventor researches and discovers that the coating with stable photochromic performance can be prepared by adding a certain amount of high boiling point acrylate monomer into the raw material of the coating under the condition of avoiding using a small molecular solvent. The addition of the cross-linking agent enables the acrylate oligomer and the acrylate monomer to generate a cross-linked structure to a certain extent, and further improves the strength and the performance stability of the photochromic coating.
The paint which does not contain solvent and has good and stable photochromic performance is obtained by the mutual cooperation and synergistic effect of the acrylate monomer, the cross-linking agent, the acrylate oligomer, the photochromic powder, the initiator and the flatting agent.
Preferably, the photochromic coating comprises the following components in parts by weight:
40-80 parts of acrylate oligomer, 20-40 parts of acrylate monomer, 2-4 parts of photochromic powder, 0.1-2 parts of cross-linking agent, 1-5 parts of initiator and 0.1-0.3 part of flatting agent.
The acrylate monomer can be one or more of an ethoxylated acrylic monomer, a bisphenol A acrylate monomer or a pentaerythritol acrylate monomer.
Preferably, the acrylate monomer is an ethoxylated acrylic monomer.
On one hand, the ethoxylated acrylic monomer has a higher boiling point and is not easy to volatilize by heat in the curing process of the photochromic coating; on the other hand, the ethoxylation groups have a synergistic effect on the photochromic effect of the coating, and the chain segments of the ethoxylation groups are soft, so that large steric hindrance is provided for the photochromic groups, the photochromic strength is better, and the light transmittance after photochromic is lower.
More preferably, the acrylate monomer is polyethylene glycol (600) di (meth) acrylate and/or ethoxylated trimethylolpropane tri (meth) acrylate.
Preferably, the crosslinking agent is an allyl ester crosslinking agent.
Optionally, the crosslinking agent is diallyl isocyanurate or triallyl isocyanurate.
Preferably, the acrylate oligomer is one or more of polyurethane acrylate oligomer, standard bisphenol A epoxy acrylate oligomer, epoxy acrylate oligomer and polyester acrylate oligomer.
Preferably, the weight of the polyurethane acrylate oligomer accounts for 60-80 wt% of the acrylate oligomer.
Compared with other acrylate oligomers, the polyurethane acrylate oligomer has moderate toughness and adhesive force and less negative influence on the color change effect.
Preferably, the photochromic powder is a naphthopyran-based photochromic powder.
Preferably, the initiator is an acylphosphine oxide.
Optionally, the initiator is one or more of 2,4, 6-trimethylbenzoyl-diphenoxyphosphine oxide (TPO), 2,4, 6-trimethylbenzoyl-ethoxy-phenylphosphine oxide (TEPO) or bis (2,4, 6-trimethylbenzoyl) phenylphosphine oxide (BAPO).
Preferably, the leveling agent is polyether modified polydimethylsiloxane. Optionally, the leveling agent is a leveling agent BYK 333.
The invention also protects a photochromic coating which is prepared from the photochromic coating.
The invention also provides a preparation method of the photochromic coating, which comprises the following steps:
s1, spin-coating a photochromic coating on the surface of a substrate to obtain a coated substrate;
s2, heating the coating base material at 90-125 ℃ for 5-15 min, and directly carrying out UV-LED curing on the heated coating base material at 90-125 ℃ to obtain the photochromic coating product.
Through a large amount of experimental researches, the inventor discovers that after the photochromic coating is coated on the surface of the base material in a spin coating mode, the coating base material is baked at the medium temperature of 90-125 ℃ for a short time through a two-step curing method, so that a large amount of inactivation of the photochromic powder under the UV-LED curing condition can be prevented, and the curing effect of the UV-LED on the coating can be further improved. After the medium-temperature baking, the heated coating substrate is kept at the temperature of 90-125 ℃, and the UV-LED curing is directly carried out, so that the rapid curing can be completed in a very short time. The curing time of the whole photochromic coating is very short, and the curing efficiency is very high.
The inventor researches and discovers that if the photochromic coating is spin-coated on the surface of a base material and the coated base material is subjected to UV-LED curing without being baked at a medium temperature, photochromic powder in the photochromic coating can be quickly discolored, the photochromic powder in a discoloring state is unstable, and an initiator can destroy the discoloring effect of the photochromic powder, so that the photochromic coating cannot be subjected to color change during ultraviolet irradiation; if the coating base material is baked at the medium temperature of 90-125 ℃, the UV-LED curing is not directly carried out at the temperature of 90-125 ℃, but the temperature is firstly reduced and then the UV-LED curing is carried out, the photochromic powder is also damaged, and the discoloration failure is caused.
Preferably, the illumination condition of the UV-LED curing in S2 is 254-400 nm in light wavelength, and the curing time is 8-60S.
More preferably, the illumination condition of the UV-LED curing in S2 is 365nm of light wavelength, and the curing time is 8-10S.
Preferably, the spin coating in the step S1 is spin coating by using a spin coater with spin coating speed of 500-800 r/min and spin coating time of 10-20S.
Preferably, the thickness of the spin coating is 10-30 μm.
Preferably, the substrate is a lens substrate.
The invention also provides a photochromic coated article comprising a substrate and a photochromic coating cured on the surface of the substrate.
Compared with the prior art, the invention has the beneficial effects that:
the invention obtains the paint which does not contain solvent and has good and stable photochromic performance by the mutual cooperation and synergistic effect of the acrylate monomer with high boiling point, the cross-linking agent, the acrylate oligomer, the photochromic powder, the initiator and the flatting agent. By the two-step curing method, the coating substrate is baked at medium temperature and then cured by the UV-LED, so that the photochromic coating can be cured quickly in a very short time, the curing efficiency is very high, and the photochromic performance is excellent.
Detailed Description
The present invention will be further described with reference to the following embodiments.
The raw materials in the examples are all commercially available;
reagents, methods and apparatus used in the present invention are conventional in the art unless otherwise indicated.
Example 1
The embodiment provides a photochromic coating A and a photochromic coating A prepared by the same.
The photochromic coating A comprises the following components in parts by weight:
40 parts of acrylate oligomer, 40 parts of acrylate monomer, 4 parts of photochromic powder, 0.1 part of cross-linking agent, 2 parts of initiator and 0.1 part of flatting agent;
wherein the acrylate oligomer is a mixture of a urethane acrylate oligomer and an epoxy acrylate oligomer, wherein the weight of the urethane acrylate oligomer accounts for 60 wt.% of the acrylate oligomer; the acrylate monomer is polyethylene glycol (600) di (methyl) acrylate; the photochromic powder is naphthopyran type photochromic powder; the crosslinking agent is diallyl isocyanurate; the initiator is TPO; the leveling agent is polyether modified polydimethylsiloxane.
The preparation method of the photochromic coating A comprises the following steps:
s1, spin-coating a photochromic coating A on the surface of a lens substrate to coat the substrate;
wherein the spin coating uses a spin coater with spin coating speed of 600r/min for the first stage, 6s for the spin coating time, 800r/min for the second stage, 8s for the spin coating time, and the spin coating thickness is 10 μm.
S2, heating the coating base material at 90 ℃ for 15min, and directly carrying out UV-LED curing on the heated coating base material at 90 ℃ to obtain a photochromic coating A;
the illumination condition of UV-LED curing is 365nm of light wavelength, and the curing time is 8-10 s.
Example 2
The embodiment provides a photochromic coating B and a photochromic coating B prepared by the same.
Example 2 differs from example 1 in that: the acrylate monomer is ethoxylated trimethylolpropane tri (meth) acrylate.
The photochromic coating B was prepared in the same manner as in example 1.
Example 3
The embodiment provides a photochromic coating C and a photochromic coating C prepared by the same.
Example 3 differs from example 1 in that: the acrylate monomer is bisphenol A acrylate monomer.
The photochromic coating C was prepared in the same manner as in example 1.
Example 4
The embodiment provides a photochromic coating D and a photochromic coating D prepared by the same.
Example 4 differs from example 1 in that: in the acrylate oligomer, the weight of the urethane acrylate oligomer accounts for 80 wt% of the acrylate oligomer.
The photochromic coating D was prepared in the same manner as in example 1.
Example 5
The embodiment provides a photochromic coating E and a photochromic coating E prepared by the same.
Example 5 differs from example 1 in that:
the photochromic coating E consists of the following components in parts by weight: 20 parts of acrylate oligomer, 80 parts of acrylate monomer, 8 parts of photochromic powder, 2 parts of cross-linking agent, 5 parts of initiator and 0.3 part of flatting agent.
The photochromic coating E was prepared by the same method as in example 1.
Example 6
The embodiment provides a photochromic coating F and a photochromic coating F prepared by the same.
Example 6 differs from example 1 in that:
the photochromic coating F comprises the following components in parts by weight: 80 parts of acrylate oligomer, 20 parts of acrylate monomer, 2 parts of photochromic powder, 0.1 part of cross-linking agent, 2 parts of initiator and 0.1 part of flatting agent.
The photochromic coating F was prepared in the same manner as in example 1.
Example 7
The present example provides a photochromic coating G and a photochromic coating G prepared therefrom.
The composition of the photochromic coating G was the same as in example 1.
The photochromic coating G was prepared by the following method, which is different from example 1: in step S2, the coated substrate is heated at 125 ℃ for 5min, and the heated coated substrate is directly subjected to UV-LED curing at 125 ℃ to obtain a photochromic coating G.
Example 8
The embodiment provides a photochromic coating H and a photochromic coating H prepared by the same.
The composition of the photochromic coating H was the same as in example 1.
The preparation method of the photochromic coating H is different from the preparation method of the photochromic coating H in that: in step S2, the coated substrate is heated at 100 ℃ for 10min, and the heated coated substrate is directly subjected to UV-LED curing at 100 ℃ to obtain the photochromic coating H.
Example 9
The embodiment provides a photochromic coating I and a photochromic coating I prepared by the same.
The composition of the photochromic coating I was the same as in example 1.
The preparation of the photochromic coating I differs from example 1 in that: in step S2, the light irradiation condition of the UV-LED curing is 254nm, and the curing time is 60S.
Example 10
The present example provides a photochromic paint J and a photochromic coating J prepared therefrom.
The composition of the photochromic coating J was the same as in example 1.
The photochromic coating J was prepared by the method described in example 1, which differs from the method described in example 1 in that: in step S1, the first spin coating rate is 500r/min, the spin coating time is 10S, the second spin coating rate is 800r/min, the spin coating time is 10S, and the spin coating thickness is 30 μm.
Comparative example 1
This comparative example provides a coating A and a coating A prepared therefrom.
The components of coating a differ from the photochromic coating a of example 1 in that:
the coating A comprises the following components in parts by weight:
80 parts of acrylate oligomer, 4 parts of photochromic powder, 0.1 part of cross-linking agent, 2 parts of initiator and 0.1 part of flatting agent. I.e. not containing acrylate monomers.
The preparation method of coating a was the same as that of photochromic coating a in example 1.
Comparative example 2
This comparative example provides a coating B and a coating B prepared therefrom.
The components of coating B differ from the photochromic coating a of example 1 in that: the acrylate monomer is trimethyl cyclohexyl acrylate. The boiling point of the trimethylcyclohexyl acrylate is less than 200 ℃ at 760 mmHg.
The preparation of coating B was the same as the preparation of photochromic coating a in example 1.
Comparative example 3
This comparative example provides a coating C and a coating C prepared therefrom.
The composition of coating C was the same as photochromic coating a of example 1.
The preparation of coating C differs from the preparation of photochromic coating a in example 1 in that:
the coating substrate is directly subjected to UV-LED curing without being heated at 90-125 ℃.
Comparative example 4
This comparative example provides a coating D and a coating D prepared therefrom.
The composition of coating D was the same as photochromic coating A of example 1.
The preparation of coating D differs from the preparation of photochromic coating A in example 1 in that:
and heating the coating base material at 90 ℃ for 15min, cooling to room temperature, and then carrying out UV-LED curing.
Comparative example 5
This comparative example provides a coating E and a coating E prepared therefrom.
The composition of coating E was the same as photochromic coating A of example 1.
The preparation of coating E differs from the preparation of photochromic coating A in example 1 in that:
heating the coating substrate at 60 ℃ for 15min, and directly carrying out UV-LED curing at 60 ℃.
Comparative example 6
This comparative example provides a coating F and a coating F prepared therefrom.
The composition of coating F was the same as photochromic coating a of example 1.
The preparation of coating F differs from the preparation of photochromic coating a in example 1 in that:
heating the coating substrate at 150 ℃ for 15min, and directly carrying out UV-LED curing at 150 ℃.
Performance testing
The photochromic coatings prepared in the above examples and the coatings prepared in the comparative examples were tested for their properties.
The detection method specifically comprises the following steps:
light transmittance before and after color change: and (4) detecting by adopting micro-light MT-300 equipment, wherein the wavelength of photochromic light is 380-780 nm.
Hardness: the test is carried out according to the GB/T6739-2006 standard.
And (3) particle: and observing whether the surface of the coated product has particles, wherein O represents 'pass', no particles and X represents 'no pass', particles.
Drying property: the coating was tacky or not by touch after cooling, O stands for "pass", smooth and non-tacky, X stands for "no pass", tacky and non-drying.
The test results of examples 1 to 10 are shown in Table 1, and the test results of comparative examples 1 to 6 are shown in Table 2.
TABLE 1 test results of examples 1 to 10
TABLE 2 test results for comparative examples 1 to 6
| 1 | 2 | 3 | 4 | 5 | 6 | |
| Light transmittance before discoloration (%) | 80.5 | 81.1 | 87.6 | 87.3 | 87.2 | / |
| After changing colorLight transmittance (%) | 71.0 | 70.6 | 75.2 | 74.1 | 51.6 | / |
| Hardness of | HB | HB | / | / | H | / |
| Drying Property | Ο | Ο | Ⅹ | Ⅹ | Ο | / |
| Granules | Ⅹ | Ⅹ | Ο | Ο | Ο | / |
As can be seen from the test results in tables 1 and 2, the photochromic coatings of the embodiments of the present invention have a light transmittance of not less than 86% before discoloration and a light transmittance of not more than 36% after discoloration, and have good photochromic properties. And the hardness of the photochromic coating is good, and the surface is dry and not sticky and has no particles.
Coating a of comparative example 1 contained no acrylate monomer, coating B of comparative example 2 contained trimethylcyclohexyl acrylate, boiling point < 200 ℃ at 760 mmHg. The prepared coating has light transmittance of more than or equal to 74% after color change and poor photochromic property. The coating base material in the comparative example 3 is directly subjected to UV-LED curing without being heated at 90-125 ℃, and the coating base material in the comparative example 4 is baked at medium temperature, cooled to room temperature and then subjected to UV-LED curing. The coatings of comparative examples 3-4 had very high light transmittance after discoloration, and had tacky and non-drying surfaces. The coated substrate of comparative example 5 was baked at 60 c, and the temperature was too low, resulting in poor photochromic properties. In comparative example 6, the coated substrate was baked at 150 ℃ and the substrate was deformed due to excessive temperature, so that a coating could not be obtained.
It should be understood that the above-described embodiments of the present invention are merely examples for clearly illustrating the present invention, and are not intended to limit the embodiments of the present invention. Other variations and modifications will be apparent to persons skilled in the art in light of the above description. And are neither required nor exhaustive of all embodiments. Any modification, equivalent replacement, and improvement made within the spirit and principle of the present invention should be included in the protection scope of the claims of the present invention.
Claims (8)
1. A photochromic coating, characterized in that it is made of a photochromic paint; the photochromic coating comprises the following components in parts by weight:
20-80 parts of acrylate oligomer, 20-80 parts of acrylate monomer, 2-8 parts of photochromic powder, 0.1-2 parts of cross-linking agent, 1-5 parts of initiator and 0.1-0.3 part of flatting agent;
the boiling point of the acrylate monomer is more than or equal to 200 ℃;
the preparation method of the photochromic coating comprises the following steps:
s1, spin-coating the photochromic coating on the surface of a substrate to obtain a coated substrate;
s2, heating the coating base material in the step S1 at 90-125 ℃ for 5-15 min, and directly carrying out UV-LED curing on the heated coating base material at 90-125 ℃ to obtain the photochromic coating.
2. The photochromic coating of claim 1 wherein the acrylate monomer is one or more of an ethoxylated acrylic monomer, a bisphenol a acrylate monomer, or a pentaerythritol acrylate monomer.
3. The photochromic coating of claim 2 wherein the acrylate monomer is an ethoxylated acrylic monomer.
4. Photochromic coating according to claim 3, characterized in that said ethoxylated acrylic monomer is polyethylene glycol di (meth) acrylate and/or ethoxylated trimethylolpropane tri (meth) acrylate.
5. The photochromic coating of claim 1 wherein the crosslinker is an allyl ester crosslinker.
6. The photochromic coating of claim 1, wherein the light irradiation conditions of the UV-LED curing in S2 is 254-400 nm in wavelength and the curing time is 8-60S.
7. The photochromic coating of claim 1, wherein the light irradiation conditions of the UV-LED curing in S2 is 365nm of light wavelength, and the curing time is 8-10S.
8. A photochromic coated article comprising a substrate and the photochromic coating of any one of claims 1 to 7 cured on the surface of the substrate.
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