WO2019196364A1 - 一种染料掺杂的激光防护膜 - Google Patents

一种染料掺杂的激光防护膜 Download PDF

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WO2019196364A1
WO2019196364A1 PCT/CN2018/109637 CN2018109637W WO2019196364A1 WO 2019196364 A1 WO2019196364 A1 WO 2019196364A1 CN 2018109637 W CN2018109637 W CN 2018109637W WO 2019196364 A1 WO2019196364 A1 WO 2019196364A1
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dye
mass
parts
polymer layer
polymer
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PCT/CN2018/109637
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English (en)
French (fr)
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周国富
胡小文
赵威
孙海涛
聂秋梅
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华南师范大学
深圳市国华光电科技有限公司
深圳市国华光电研究院
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Priority to US16/499,035 priority Critical patent/US11175436B2/en
Publication of WO2019196364A1 publication Critical patent/WO2019196364A1/zh

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    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/137—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells characterised by the electro-optical or magneto-optical effect, e.g. field-induced phase transition, orientation effect, guest-host interaction or dynamic scattering
    • G02F1/13718—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells characterised by the electro-optical or magneto-optical effect, e.g. field-induced phase transition, orientation effect, guest-host interaction or dynamic scattering based on a change of the texture state of a cholesteric liquid crystal
    • C—CHEMISTRY; METALLURGY
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    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
    • C08F222/10—Esters
    • C08F222/1006—Esters of polyhydric alcohols or polyhydric phenols
    • C08F222/102—Esters of polyhydric alcohols or polyhydric phenols of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
    • C08F222/10—Esters
    • C08F222/12—Esters of phenols or saturated alcohols
    • C08F222/20—Esters containing oxygen in addition to the carboxy oxygen
    • C—CHEMISTRY; METALLURGY
    • 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/07—Aldehydes; Ketones
    • C08K5/08—Quinones
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/10—Esters; Ether-esters
    • C08K5/101—Esters; Ether-esters of monocarboxylic acids
    • C08K5/103—Esters; Ether-esters of monocarboxylic acids with polyalcohols
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B69/00—Dyes not provided for by a single group of this subclass
    • C09B69/10—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds
    • C09B69/101—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds containing an anthracene dye
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B69/00—Dyes not provided for by a single group of this subclass
    • C09B69/10—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds
    • C09B69/109—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds containing other specific dyes
    • 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
    • G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/003—Light absorbing elements
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • G02B5/22—Absorbing filters
    • G02B5/223—Absorbing filters containing organic substances, e.g. dyes, inks or pigments
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G02B5/3025—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state
    • G02B5/3033—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid
    • G02B5/3041—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid comprising multiple thin layers, e.g. multilayer stacks
    • G02B5/305—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid comprising multiple thin layers, e.g. multilayer stacks including organic materials, e.g. polymeric layers
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/137—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells characterised by the electro-optical or magneto-optical effect, e.g. field-induced phase transition, orientation effect, guest-host interaction or dynamic scattering
    • G02F1/13731—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells characterised by the electro-optical or magneto-optical effect, e.g. field-induced phase transition, orientation effect, guest-host interaction or dynamic scattering based on a field-induced phase transition
    • G02F1/13737—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells characterised by the electro-optical or magneto-optical effect, e.g. field-induced phase transition, orientation effect, guest-host interaction or dynamic scattering based on a field-induced phase transition in liquid crystals doped with a pleochroic dye
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2800/00—Copolymer characterised by the proportions of the comonomers expressed
    • C08F2800/20—Copolymer characterised by the proportions of the comonomers expressed as weight or mass percentages
    • C—CHEMISTRY; METALLURGY
    • 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
    • C08J2335/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical, and containing at least one other carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Derivatives of such polymers
    • C08J2335/02—Characterised by the use of homopolymers or copolymers of esters
    • C—CHEMISTRY; METALLURGY
    • 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
    • C08J2435/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical, and containing at least one other carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Derivatives of such polymers
    • C08J2435/02—Characterised by the use of homopolymers or copolymers of esters
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/137—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells characterised by the electro-optical or magneto-optical effect, e.g. field-induced phase transition, orientation effect, guest-host interaction or dynamic scattering
    • G02F1/13775—Polymer-stabilized liquid crystal layers

Definitions

  • the present invention relates to laser protection technology, and more particularly to a dye-doped laser protection film.
  • Lasers have high optical power density and good collimation, which can cause damage to eyes and other precision optical equipment.
  • lasers can only be obtained in special environments such as laboratories and factories, so the public environment The impact of safety is minimal, but currently small lasers are becoming more readily available, and lasers are attracting more and more attention to the safety of public environments, such as road traffic safety.
  • the technical problem to be solved by the present invention is to provide a dye-doped laser protective film, which is simple in preparation, large in protection angle and good in flexibility, and can be modified on existing devices in laser goggles, Fields such as window film have good application prospects.
  • the present invention provides a dye-doped laser shielding film comprising a polymer layer A and a polymer layer B disposed in sequence, the polymer layer A comprising a polymer and a dye, the molecular arrangement of the polymer one being left-handed In the helical structure, the polymer layer B comprises a polymer dimer and a dye, and the molecular arrangement of the polymer dimer is a right-handed helical structure.
  • the dye is a positive dichroic dye.
  • the polymer layer A is formed by polymerizing a mixture A under ultraviolet light, the mixture A comprising a polymerizable monomer, a left-handed chiral dopant, a photoinitiator, a polymerization inhibitor, and a dye; B is formed by polymerizing a mixture B under ultraviolet light, and the mixture B includes a polymerizable monomer, a right-handed chiral dopant, a photoinitiator, a polymerization inhibitor, and a dye.
  • the mixture A comprises 82.48 to 92.495 parts by mass of a polymerizable monomer, 6 to 12 parts by mass of a left-handed chiral dopant, 1 to 3 parts by mass of a photoinitiator, 0.005 to 0.02 parts by mass, per% by weight. a polymerization inhibitor and 0.5 to 2.5 parts by mass of the dye;
  • the mixture B comprises 82.48 to 92.495 parts by mass of a polymerizable monomer, 6 to 12 parts by mass of a right-handed chiral dopant, and 1 to 3 parts by mass of a photoinitiator
  • the agent 0.005 to 0.02 parts by mass of the polymerization inhibitor and 0.5 to 2.5 parts by mass of the dye.
  • the polymerization monomer is at least one of HCM008, HCM009, and HCM020.
  • the left-handed chiral dopant is one of S1011 and S811; and the right-handed chiral dopant is one of R1011 and R811.
  • the photoinitiator is one of Irgacure-819 and Irgacure-651.
  • the polymerization inhibitor is one of Tinuvin 328 and o-methylhydroquinone.
  • the polymer layer A has a thickness of 10 to 50 ⁇ m
  • the polymer layer B has a thickness of 10 to 50 ⁇ m.
  • the absorption band of the dye is the same as the reflection band of the polymer one and/or the polymer two, which can increase the protection angle of the polymer layer A and the polymer layer B to the laser and further increase the polymer.
  • the cholesteric crystal structure can reflect circularly polarized light
  • the cholesteric crystal structure includes a left-handed spiral structure and a right-handed spiral structure, wherein a crystal having a left-handed spiral structure can reflect left-handed polarized light, and a crystal having a right-handed spiral structure can reflect right-handed rotation.
  • Polarized light combining crystals having a left-handed spiral structure and crystals having a right-handed spiral structure, can achieve total reflection of circularly polarized light, and the present invention provides a dye-doped laser protective film comprising polymer layer A and polymerization.
  • the polymer molecules in the polymer layer A are arranged in a left-handed spiral structure, which is capable of reflecting a left-handed polarized laser
  • the polymer molecules in the polymer layer B are arranged in a right-handed spiral structure, capable of reflecting a right-handed polarized laser, and having a left-handed spiral.
  • the combined polymer layer and the polymer layer having the right-handed spiral structure can realize total reflection of circularly polarized light
  • the dye can absorb the incident laser light to expand the protection angle of the laser protective film, and the dye doping provided by the present invention
  • the laser protective film is simple to manufacture, has a large protection angle and is flexible, and can be modified on existing devices. Laser goggles, window film and other fields have a good application prospect.
  • Figure 1 is a dye-doped laser protective film of the present invention
  • 2 is a dye-doped laser protective film of the present invention under laser irradiation.
  • the mixture A, the mixture B, the drawdown bar and the clean substrate were heated to 80 ° C, and the mixture B was applied onto the substrate by a doctor blade.
  • the thickness of the bladed mixture B was 25 ⁇ m
  • the mixture B was After cooling to 40 ° C, the polymer layer B is formed by curing with a 200 W power ultraviolet light source for 15 min, and then the polymer layer B is heated to 80 ° C, and the mixture A is scraped on the polymer layer B by a doctor blade.
  • the thickness of the mixture A was 25 ⁇ m.
  • the polymer layer A was formed by curing with a 200 W power ultraviolet light source for 15 min.
  • FIG. 1 A schematic diagram of the prepared dye-doped laser protective film is shown in FIG. 1 .
  • the photoinitiator can initiate the free polymerization of the polymerized monomer to form a polymer, and the polymer molecular arrangement formed by polymerizing the monomer in the polymer layer B under the action of the right-handed chiral dopant R1011 It is a right-handed spiral structure, and the dye molecules are arranged in the same manner as the polymer molecules, so that the obtained polymer layer B can emit a right-handed polarized laser light in the polymer layer A in the left-handed chiral dopant S1011.
  • the polymer molecules formed by polymerization of the polymerized monomers are arranged in a left-handed spiral structure, and the arrangement of the dye molecules is the same as that of the polymer molecules, so that the obtained polymer layer A can emit a left-handed polarized laser, according to the formula.
  • P 1 / HTP ⁇ C, where ⁇ is the wavelength of the reflection peak, P is the pitch,
  • HTP is the helical twisting ability of the cholesteric liquid crystal, and C is the chiral dopant concentration.
  • the concentration of the chiral dopant in the mixture is different, the reflection of the polymer layer formed after the mixture is polymerized The positions of the peaks are also different, so the position of the reflection peaks of the polymer layer A and the polymer layer B can be changed by changing the concentration of the chiral dopant in the mixture.
  • the polymer layer A of the dye-doped laser shielding film of the present invention reflects a left-handed polarized laser, and the polymer layer B reflects a right-handed polarized laser, thereby realizing total reflection of the laser while doping.
  • the dye can absorb the laser of a specific wavelength band to increase the protection angle of the laser.
  • the absorption coefficient of the dye is related to the incident angle of the incident light. When the incident direction of the incident light is parallel to the direction of the long axis of the dye molecule, the dye absorbs light. The coefficient is the largest, and it is preferred that the absorption band of the dye is the same as the reflection band of the polymer one and/or the polymer two, which is more favorable for the full emission of the laser.
  • the dye-doped laser protective film provided by the invention has simple preparation, large protection angle and good flexibility, and can be modified for existing devices, and has good application prospects in the fields of laser goggles and window film.
  • the mixture A, the mixture B, the drawdown bar and the clean substrate were heated to 80 ° C, and the mixture A was blade coated on the substrate by a doctor blade, and the thickness of the bladed mixture A was 25 ⁇ m, to be a mixture A.
  • the polymer layer A was formed by curing with a 200 W power ultraviolet light source for 15 min, and then the polymer layer A was heated to 80 ° C, and the mixture B was scraped on the polymer layer A by a doctor blade. The thickness of the mixture B was 25 ⁇ m.
  • the polymer layer B was formed by curing with a 200 W power ultraviolet light source for 15 min to prepare a dye-doped laser protective film.
  • the present embodiment provides a dye-doped laser shielding film comprising a polymer layer A and a polymer layer B which are sequentially disposed, and the polymer layer A is formed by curing the mixture A under an ultraviolet light source, and the mixture A includes 15 Parts by mass of achiral polymerizable monomer HCM008, 59 parts by mass of achiral polymerizable monomer HCM009, 14.36 parts by mass of achiral polymerizable monomer HCM020, 8.83 parts by mass of left-handed chiral dopant S1011, 1.85 mass a photoinitiator Irgacure-819, 0.01 parts by mass of a polymerization inhibitor Tinuvin 328 and 1 part by mass of a positive dichroic dye D1, wherein a polymerizable monomer, a left-handed chiral dopant, a photoinitiator, and a polymerization inhibitor
  • the polymer is polymerized under ultraviolet light to form a polymer, and the molecular arrangement of
  • the mixture B comprises 15 parts by mass of the achiral polymerizable monomer HCM008, 59 parts by mass of the achiral polymerizable monomer HCM009, 14.36 parts by mass of HCM020, and 8.83 parts by mass of the left-handed chiral blend.
  • Miscellaneous R101 1.
  • a photoinitiator Irgacure-819 1.85 parts by mass of a photoinitiator Irgacure-819, 0.01 parts by mass of a polymerization inhibitor Tinuvin 328 and 1 part by mass of a positive dichroic dye, wherein a polymerizable monomer, a right-handed chiral dopant, a photoinitiator And the polymerization inhibitor polymerizes under ultraviolet light to form a polymer II.
  • the molecular arrangement of the polymer two is a right-handed spiral structure, and the dye molecules are arranged in the same manner as the molecular arrangement of the polymer two.
  • the present embodiment provides a dye-doped laser shielding film comprising a polymer layer A and a polymer layer B which are sequentially disposed, and the polymer layer A is formed by curing the mixture A under an ultraviolet light source, and the mixture A includes 20 Parts by mass of achiral polymerizable monomer HCM008, 38 parts by mass of achiral polymerizable monomer HCM009, 25 parts by mass of achiral polymerizable monomer HCM020, 12 parts by mass of left-handed chiral dopant S1011, 3 mass a photoinitiator Irgacure-819, 0.005 parts by mass of a polymerization inhibitor Tinuvin 328, and 2.5 parts by mass of a positive dichroic dye D1; the polymer layer B is formed by curing the mixture B under an ultraviolet light source, the mixture B includes 5 parts by mass of the achiral polymerizable monomer HCM008, 70 parts by mass of the achiral polymerizable monomer HCM009, 17 parts by
  • the present embodiment provides a dye-doped laser shielding film comprising a polymer layer A and a polymer layer B which are sequentially disposed, and the polymer layer A is formed by curing the mixture A under an ultraviolet light source, and the mixture A includes 5 Parts by mass of achiral polymerizable monomer HCM008, 70 parts by mass of achiral polymerizable monomer HCM009, 17 parts by mass of achiral polymerizable monomer HCM020, 6 parts by mass of left-handed chiral dopant S1011, 1 mass a photoinitiator Irgacure-819, 0.02 parts by mass of a polymerization inhibitor Tinuvin 328 and 0.98 parts by mass of a positive dichroic dye D1; the polymer layer B is formed by curing the mixture B under an ultraviolet light source, the mixture B includes 20 parts by mass of the achiral polymerizable monomer HCM008, 38 parts by mass of the achiral polymerizable monomer HCM009, 25 parts by mass
  • This embodiment provides a dye-doped laser shielding film comprising a polymer layer A and a polymer layer B which are sequentially disposed, and the polymer layer A is formed by curing the mixture A under an ultraviolet light source, and the mixture A comprises 17 Parts by mass of achiral polymerizable monomer HCM008, 70 parts by mass of achiral polymerizable monomer HCM009, 5 parts by mass of achiral polymerizable monomer HCM021, 6 parts by mass of left-handed chiral dopant S811, 1.48 mass a photoinitiator Irgacure-819, 0.02 parts by mass of a polymerization inhibitor Tinuvin 328 and 0.5 parts by mass of a positive dichroic dye D1; the polymer layer B is formed by curing the mixture B under an ultraviolet light source, the mixture B includes 13.48 parts by mass of the achiral polymerizable monomer HCM008, 70 parts by mass of the achiral polymerizable monomer HCM009, 5 parts by mass

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  • Organic Chemistry (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Nonlinear Science (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Polarising Elements (AREA)
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Abstract

一种染料掺杂的激光防护装置，包括聚合物层A和聚合物层B，聚合物层A中聚合物分子排列为左旋螺旋结构，能够反射左旋偏振激光，聚合物层B中聚合物分子排列为右旋螺旋结构，能够反射右旋偏振激光，将具有左旋螺旋结构的聚合物层和具有右旋螺旋结构的聚合物层结合，可以实现对圆偏振光的全反射，其次染料可以吸收入射激光从而扩大激光防护膜的防护角度。制作简单、防护角度大、柔性较好，可对现有装置进行改装，在激光护目镜、车窗贴膜等领域具有较好的应用前景。

Description

一种染料掺杂的激光防护膜 技术领域
本发明涉及激光防护技术，尤其是涉及一种染料掺杂的激光防护膜。
背景技术
激光具有光功率密度高，准直性好等特点，会对眼睛以及其他精密光学设备造成损伤；在过去很长的时间里激光只有在实验室，工厂等特殊环境内才能获得，所以对公共环境的安全的影响微乎其微，但目前各种小型激光器越来越容易获得，激光对公共环境安全，如道路行车安全的影响引起越来越多的关注。
目前很多激光防护装置如吸收型，反射型，非线性吸收型，光学复用技术型等被开发出来并得到应用，但是这些装置仍然存在很多缺点，比如制作过程复杂，防护角度有限，无法在现有设备的基础上进行改造等。
发明内容
针对现有技术的缺陷，本发明所要解决的技术问题是提供一种染料掺杂的激光防护膜，制备简单，防护角度大、柔性较好，可对现有装置进行改装，在激光护目镜、车窗贴膜等领域具有较好的应用前景。
本发明所采取的技术方案是：
本发明提供一种染料掺杂的激光防护膜，包括依次设置的聚合物层A和聚合物层B，所述聚合物层A包括聚合物一和染料，所述聚 合物一的分子排列呈左旋螺旋结构，所述聚合物层B包括聚合物二和染料，所述聚合物二的分子排列呈右旋螺旋结构。
优选地，所述染料为正性二色性染料。
优选地，所述聚合物层A由混合物A在紫外光下聚合形成，所述混合物A包括聚合单体、左旋手性掺杂剂、光引发剂、阻聚剂和染料；所述聚合物层B由混合物B在紫外光下聚合形成，所述混合物B包括聚合单体、右旋手性掺杂剂、光引发剂、阻聚剂和染料。
优选地，按照重量百分比，所述混合物A包括82.48～92.495质量份的聚合单体、6～12质量份的左旋手性掺杂剂、1～3质量份的光引发剂、0.005～0.02质量份的阻聚剂和0.5～2.5质量份的染料；所述混合物B包括82.48～92.495质量份的聚合单体、6～12质量份的右旋手性掺杂剂、1～3质量份的光引发剂、0.005～0.02质量份的阻聚剂和0.5～2.5质量份的染料。
更进一步地，所述聚合单体为HCM008、HCM009、HCM020中的至少一种。
更进一步地，所述左旋手性掺杂剂为S1011、S811中的一种；所述右旋手性掺杂剂为R1011、R811中的一种。
更进一步地，所述光引发剂为Irgacure-819、Irgacure-651中的一种。
更进一步地，所述阻聚剂为Tinuvin 328、邻甲基对苯二酚的一种。
优选地，聚合物层A的厚度为10～50μm，聚合物层B的厚度为10～50μm。
进一步地，所述染料的吸收波段与所述聚合物一和/或聚合物二的反射波段相同，可以增加所述聚合物层A和聚合物层B对激光的防护角度以及进一步增大聚合物层A和聚合物层B的光密度。
本发明的有益效果是：
胆甾型晶体结构可以反射圆偏振光，胆甾型晶体结构包括左旋螺旋结构和右旋螺旋结构，其中具有左旋螺旋结构的晶体可以反射左旋偏振光，具有右旋螺旋结构的晶体可以反射右旋偏振光，将具有左旋螺旋结构的晶体和具有右旋螺旋结构的晶体结合，可以实现对圆偏振光的全反射，本发明提供一种染料掺杂的激光防护膜，包括聚合物层A和聚合物层B，聚合物层A中聚合物分子排列为左旋螺旋结构，能够反射左旋偏振激光，聚合物层B中聚合物分子排列为右旋螺旋结构，能够反射右旋偏振激光，将具有左旋螺旋结构的聚合物层和具有右旋螺旋结构的聚合物层结合，可以实现对圆偏振光的全反射，其次染料可以吸收入射激光从而扩大激光防护膜的防护角度，本发明提供的染料掺杂的激光防护膜制作简单、防护角度大、柔性较好，可对现有装置进行改装，在激光护目镜、车窗贴膜等领域具有较好的应用前景。
附图说明
图1为本发明的染料掺杂的激光防护膜；
图2为在激光照射下的本发明的染料掺杂的激光防护膜。
具体实施方式
以下将结合实施例对本发明的构思及产生的技术效果进行清楚、 完整地描述，以充分地理解本发明的目的、特征和效果。显然，所描述的实施例只是本发明的一部分实施例，而不是全部实施例，基于本发明的实施例，本领域的技术人员在不付出创造性劳动的前提下所获得的其他实施例，均属于本发明保护的范围。
实施例1
将黄光环境下，取15质量份的非手性可聚合单体HCM008、59质量份的非手性聚合单体HCM009、14.36质量份的非手性聚合单体HCM020、8.83质量份的左旋手性掺杂剂S1011、1.85质量份的光引发剂Irgacure-819、0.01质量份的阻聚剂Tinuvin 328和1质量份的正性二色性染料D1置于棕色瓶中，向棕色瓶中加入4mL二氯甲烷后，在常温下搅拌30min，然后在80℃下加热3h，将二氯甲烷完全蒸发，制成混合物A；取15质量份的非手性可聚合单体HCM008、59质量份的非手性聚合单体HCM009、14.36质量份的HCM020、8.83质量份的左旋手性掺杂剂R1011、1.85质量份的光引发剂Irgacure-819、0.01质量份的阻聚剂Tinuvin 328和1质量份的正性二色性染料置于棕色瓶中，向棕色瓶中加入4mL二氯甲烷后，在常温下搅拌30min，然后在80℃下加热3h，将二氯甲烷完全蒸发，制成混合物B；上述化合物中非手性聚合单体HCM008(购于江苏和成显示科技股份有限公司)的结构式为：
Figure PCTCN2018109637-appb-000001
非手 性聚合单体HCM009(购于江苏和成显示科技股份有限公司)的结构式为：
Figure PCTCN2018109637-appb-000002
非手性聚合单体HCM020(购于江苏和成显示科技股份有限公司)的结构式为：
Figure PCTCN2018109637-appb-000003
左旋手性掺杂剂S1011(购于北京八亿时空液晶科技股份有限公司)的结构式为：
Figure PCTCN2018109637-appb-000004
右旋手性掺杂剂R1011(购于北京八亿时空液晶科技股份有限公司)的结构式为：
Figure PCTCN2018109637-appb-000005
光引 发剂Irgacure-819(购于希恩思)的结构式为：
Figure PCTCN2018109637-appb-000006
阻聚剂Tinuvin 328(购于希恩思)的结构式为：
Figure PCTCN2018109637-appb-000007
正性二色性染料D1的结构式为：
Figure PCTCN2018109637-appb-000008
在黄光环境下，取混合物A、混合物B、刮涂棒和干净的基板加热到80℃，利用刮涂棒在基板上刮涂混合物B，刮涂的混合物B的厚度为25μm，待混合物B降温到40℃后，利用200W功率的紫外光光源固化15min形成聚合物层B，再将聚合物层B加热至80℃，利用刮涂棒在聚合物层B上刮涂混合物A，刮涂的混合物A的厚度为25μm，待混合物A降温至40℃后，利用200W功率的紫外光光源固化15min形成聚合物层A，制备得到的染料掺杂的激光防护膜的示意图如图1所示。在紫外光的照射下，光引发剂能够引发聚合单体发生自由聚合形成聚合物，在聚合物层B中在右旋手性掺杂剂R1011的作用下聚合单体聚合形成的聚合物分子排列为右旋螺旋结构，同时带动染料分子的排列方式与聚合物分子的排列方式相同，因此得到的聚合物层B能够发射右旋偏振激光，在聚合物层A中在左旋手性掺杂剂S1011的作用下聚合单体聚合形成的聚合物分子排列为左旋螺旋 结构，同时带动染料分子的排列方式与聚合物分子的排列方式相同，因此得到的聚合物层A能够发射左旋偏振激光，根据公式
Figure PCTCN2018109637-appb-000009
以及P＝1/HTP×C，其中，λ为反射峰的波长，P为螺距，
Figure PCTCN2018109637-appb-000010
为材料的平均折射率，HTP为胆甾型液晶的螺旋扭曲能力，C为手性掺杂剂浓度，当混合物中手性掺杂剂的浓度不同时，混合物聚合后形成的聚合物层的反射峰的位置也不同，因此可以通过改变混合物中手性掺杂剂的浓度来改变聚合物层A和聚合物层B的反射峰的位置。
参见图2，在激光照射下，本发明的染料掺杂的激光防护膜中聚合物层A反射左旋偏振激光，聚合物层B反射右旋偏振激光，从而实现激光的全反射，同时掺杂的染料能够吸收特定波段的激光从而增大激光的防护角度，染料对光的吸收系数与入射光的入射角度有关，当入射光的入射方向与染料分子长轴的方向平行时，染料对光的吸收系数最大，优选染料的吸收波段与所述聚合物一和/或聚合物二的反射波段相同，更有利于激光的全发射。
本发明提供的染料掺杂的激光防护膜制作简单，防护角度大，柔性较好，可对现有装置进行改装，在激光护目镜、车窗贴膜等领域具有较好的应用前景。
实施例2
将黄光环境下，取15质量份的非手性可聚合单体HCM008、59质量份的非手性聚合单体HCM009、14.36质量份的非手性聚合单体HCM020、8.83质量份的左旋手性掺杂剂S1011、1.85质量份的光引发剂Irgacure-819、0.01质量份的阻聚剂Tinuvin 328和1质量份的正 性二色性染料D1置于棕色瓶中，所述正性二色性染料与实施例1相同，向棕色瓶中加入4mL二氯甲烷后，在常温下搅拌30min，然后在80℃下加热3h，将二氯甲烷完全蒸发，制成混合物A；取15质量份的非手性可聚合单体HCM008、59质量份的非手性聚合单体HCM009、14.36质量份的HCM020、8.83质量份的左旋手性掺杂剂R1011、1.85质量份的光引发剂Irgacure-819、0.01质量份的阻聚剂Tinuvin 328和1质量份的正性二色性染料置于棕色瓶中，所述正性二色性染料与实施例1相同，向棕色瓶中加入4mL二氯甲烷后，在常温下搅拌30min，然后在80℃下加热3h，将二氯甲烷完全蒸发，制成混合物B。
在黄光环境下，取混合物A、混合物B、刮涂棒和干净的基板加热到80℃，利用刮涂棒在基板上刮涂混合物A，刮涂的混合物A的厚度为25μm，待混合物A降温到40℃后，利用200W功率的紫外光光源固化15min形成聚合物层A，再将聚合物层A加热至80℃，利用刮涂棒在聚合物层A上刮涂混合物B，刮涂的混合物B的厚度为25μm，待混合物B降温至40℃后，利用200W功率的紫外光光源固化15min形成聚合物层B，制备得到的染料掺杂的激光防护膜。
实施例3
本实施例提供一种染料掺杂的激光防护膜，包括依次设置的聚合物层A和聚合物层B，所述聚合物层A由混合物A在紫外光源下固化形成，所述混合物A包括15质量份的非手性可聚合单体HCM008、59质量份的非手性聚合单体HCM009、14.36质量份的非手性聚合单 体HCM020、8.83质量份的左旋手性掺杂剂S1011、1.85质量份的光引发剂Irgacure-819、0.01质量份的阻聚剂Tinuvin 328和1质量份的正性二色性染料D1，其中聚合单体、左旋手性掺杂剂、光引发剂和阻聚剂在紫外光下聚合形成聚合物一，所述聚合物一的分子排列为左旋螺旋结构，同时带动染料分子的排列方式与聚合物一的分子排列方式相同；所述聚合物层B由混合物B在紫外光源下固化形成，所述混合物B包括15质量份的非手性可聚合单体HCM008、59质量份的非手性聚合单体HCM009、14.36质量份的HCM020、8.83质量份的左旋手性掺杂剂R1011、1.85质量份的光引发剂Irgacure-819、0.01质量份的阻聚剂Tinuvin 328和1质量份的正性二色性染料，其中聚合单体、右旋手性掺杂剂、光引发剂和阻聚剂在紫外光下聚合形成聚合物二，所述聚合物二的分子排列为右旋螺旋结构，同时带动染料分子的排列方式与聚合物二的分子排列方式相同。
实施例4
本实施例提供一种染料掺杂的激光防护膜，包括依次设置的聚合物层A和聚合物层B，所述聚合物层A由混合物A在紫外光源下固化形成，所述混合物A包括20质量份的非手性可聚合单体HCM008、38质量份的非手性聚合单体HCM009、25质量份的非手性聚合单体HCM020、12质量份的左旋手性掺杂剂S1011、3质量份的光引发剂Irgacure-819、0.005质量份的阻聚剂Tinuvin 328和2.5质量份的正性二色性染料D1；所述聚合物层B由混合物B在紫外光源下固化形成，所述混合物B包括5质量份的非手性可聚合单体HCM008、70质量 份的非手性聚合单体HCM009、17质量份的HCM020、6质量份的左旋手性掺杂剂R1011、1质量份的光引发剂Irgacure-819、0.02质量份的阻聚剂Tinuvin 328和0.98质量份的正性二色性染料。
实施例5
本实施例提供一种染料掺杂的激光防护膜，包括依次设置的聚合物层A和聚合物层B，所述聚合物层A由混合物A在紫外光源下固化形成，所述混合物A包括5质量份的非手性可聚合单体HCM008、70质量份的非手性聚合单体HCM009、17质量份的非手性聚合单体HCM020、6质量份的左旋手性掺杂剂S1011、1质量份的光引发剂Irgacure-819、0.02质量份的阻聚剂Tinuvin 328和0.98质量份的正性二色性染料D1；所述聚合物层B由混合物B在紫外光源下固化形成，所述混合物B包括20质量份的非手性可聚合单体HCM008、38质量份的非手性聚合单体HCM009、25质量份的HCM020、12质量份的左旋手性掺杂剂R1011、3质量份的光引发剂Irgacure-819、0.005质量份的阻聚剂邻甲基对苯二酚和0.5质量份的正性二色性染料。
实施例6
本实施例提供一种染料掺杂的激光防护膜，包括依次设置的聚合物层A和聚合物层B，所述聚合物层A由混合物A在紫外光源下固化形成，所述混合物A包括17质量份的非手性可聚合单体HCM008、70质量份的非手性聚合单体HCM009、5质量份的非手性聚合单体HCM021、6质量份的左旋手性掺杂剂S811、1.48质量份的光引发剂Irgacure-819、0.02质量份的阻聚剂Tinuvin 328和0.5质量份的正性 二色性染料D1；所述聚合物层B由混合物B在紫外光源下固化形成，所述混合物B包括13.48质量份的非手性可聚合单体HCM008、70质量份的非手性聚合单体HCM009、5质量份的HCM020、6质量份的左旋手性掺杂剂R811、3质量份的光引发剂Irgacure-651、0.02质量份的阻聚剂Tinuvin 328和2.5质量份的正性二色性染料。

Claims (10)

  1. 一种染料掺杂的激光防护膜，其特征在于，包括依次设置的聚合物层A和聚合物层B，所述聚合物层A包括聚合物一和染料，所述聚合物一的分子排列呈左旋螺旋结构，所述聚合物层B包括聚合物二和染料，所述聚合物二的分子排列呈右旋螺旋结构。
  2. 根据权利要求1所述的染料掺杂的激光防护膜，其特征在于，所述染料为正性二色性染料。
  3. 根据权利要求1所述的染料掺杂的激光防护膜，其特征在于，所述聚合物层A由混合物A在紫外光下聚合形成，所述混合物A包括聚合单体、左旋手性掺杂剂、光引发剂、阻聚剂和染料；所述聚合物层B由混合物B在紫外光下聚合形成，所述混合物B包括聚合单体、右旋手性掺杂剂、光引发剂、阻聚剂和染料。
  4. 根据权利要求3所述的染料掺杂的激光防护膜，其特征在于，按照重量百分比，所述混合物A包括82.48～92.495质量份的聚合单体、6～12质量份的左旋手性掺杂剂、1～3质量份的光引发剂、0.005～0.02质量份的阻聚剂和0.5～2.5质量份的染料；所述混合物B包括82.48～92.495质量份的聚合单体、6～12质量份的右旋手性掺杂剂、1～3质量份的光引发剂、0.005～0.02质量份的阻聚剂和0.5～2.5质量份的染料。
  5. 根据权利要求4所述的染料掺杂的激光防护膜，其特征在于，所述聚合单体为HCM008、HCM009、HCM020、HCM021的至少一种。
  6. 根据权利要求4所述的染料掺杂的激光防护膜，其特征在于，所述左旋手性掺杂剂为S1011、S811中的一种；所述右旋手性掺杂剂为R1011、R811中的一种。
  7. 根据权利要求4所述的染料掺杂的激光防护膜，其特征在于，所述光引发剂为Irgacure-819、Irgacure-651中的一种。
  8. 根据权利要求4所述的染料掺杂的激光防护膜，其特征在于，所述阻聚剂为Tinuvin 328、邻甲基对苯二酚中的一种。
  9. 根据权利要求1-8任一项所述的染料掺杂的激光防护膜，其特征在于，聚合物层A的厚度为10～50μm，聚合物层B的厚度为10～50μm。
  10. 根据权利要求1-8任一项所述的染料掺杂的激光防护膜，其特征在于，所述染料的吸收波段与所述聚合物一和/或聚合物二的反射波段相同。
PCT/CN2018/109637 2018-04-11 2018-10-10 一种染料掺杂的激光防护膜 WO2019196364A1 (zh)

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