US20200181363A1 - Blue light blocking system containing pyrazoline or/and phenylacrylic compounds - Google Patents

Blue light blocking system containing pyrazoline or/and phenylacrylic compounds Download PDF

Info

Publication number
US20200181363A1
US20200181363A1 US16/637,271 US201816637271A US2020181363A1 US 20200181363 A1 US20200181363 A1 US 20200181363A1 US 201816637271 A US201816637271 A US 201816637271A US 2020181363 A1 US2020181363 A1 US 2020181363A1
Authority
US
United States
Prior art keywords
blue light
formula
light blocking
compound
compounds
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Abandoned
Application number
US16/637,271
Other languages
English (en)
Inventor
Hanmin HU
Yufeng ZENG
Haitao Wei
Fangyuan JIANG
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Eutec New Materials Technology (suzhou) Co Ltd
Original Assignee
Eutec New Materials Technology (suzhou) Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Eutec New Materials Technology (suzhou) Co Ltd filed Critical Eutec New Materials Technology (suzhou) Co Ltd
Publication of US20200181363A1 publication Critical patent/US20200181363A1/en
Abandoned legal-status Critical Current

Links

Images

Classifications

    • 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
    • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/0041—Optical brightening agents, organic pigments
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/06—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/06—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
    • B32B27/08—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/18—Layered products comprising a layer of synthetic resin characterised by the use of special additives
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/30—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B9/00—Layered products comprising a layer of a particular substance not covered by groups B32B11/00 - B32B29/00
    • B32B9/04—Layered products comprising a layer of a particular substance not covered by groups B32B11/00 - B32B29/00 comprising such particular substance as the main or only constituent of a layer, which is next to another layer of the same or of a different material
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/40—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino groups bound to carbon atoms of at least one six-membered aromatic ring and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/44—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino groups bound to carbon atoms of at least one six-membered aromatic ring and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton with carboxyl groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by unsaturated carbon chains
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
    • C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
    • C07C255/41—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by carboxyl groups, other than cyano groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
    • C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
    • C07C255/42—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by singly-bound nitrogen atoms, not being further bound to other hetero atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/06—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • 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
    • C08F2/00—Processes of polymerisation
    • C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
    • 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
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/04—Acids; Metal salts or ammonium salts thereof
    • C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
    • 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
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/14—Methyl esters, e.g. methyl (meth)acrylate
    • 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
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
    • 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
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/18—Manufacture of films or sheets
    • 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
    • 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
    • C08J7/044—Forming conductive coatings; Forming coatings having anti-static properties
    • 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
    • C08J7/054—Forming anti-misting or drip-proofing coatings
    • 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
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/17—Amines; Quaternary ammonium compounds
    • C08K5/18—Amines; Quaternary ammonium compounds with aromatically bound amino groups
    • 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
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/315—Compounds containing carbon-to-nitrogen triple bonds
    • 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
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3442—Heterocyclic compounds having nitrogen in the ring having two nitrogen atoms in the ring
    • C08K5/3445—Five-membered rings
    • 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
    • C09D133/00—Coating compositions based on 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/04—Homopolymers or copolymers of esters
    • C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09D133/08—Homopolymers or copolymers of acrylic acid esters
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives based on 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives based on 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09J133/10—Homopolymers or copolymers of methacrylic acid esters
    • C09J133/12—Homopolymers or copolymers of methyl methacrylate
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • 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
    • G02C—SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
    • G02C7/00—Optical parts
    • G02C7/10—Filters, e.g. for facilitating adaptation of the eyes to the dark; Sunglasses
    • G—PHYSICS
    • G02—OPTICS
    • G02C—SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
    • G02C7/00—Optical parts
    • G02C7/10—Filters, e.g. for facilitating adaptation of the eyes to the dark; Sunglasses
    • G02C7/107—Interference colour filters
    • 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
    • C08J2367/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
    • C08J2367/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
    • 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
    • C08J2433/00—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 only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
    • C08J2433/04—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 only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters
    • C08J2433/06—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 only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters of esters containing only carbon, hydrogen, and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C08J2433/08—Homopolymers or copolymers of acrylic acid esters

Definitions

  • the present invention relates to a blue light blocking system, involving a blue light blocking composition or a blue light blocking film.
  • the blue light blocking film is made from blue light blocking composition.
  • the blue light blocking composition or blue light blocking film includes novel blue light blocking agents, which can absorb most blue light of shorter wavelength that hurt eyes, but let the longer wavelength blue light pass through, so that the transmitted light makes an excellent visual effect.
  • the compounds of the invention have advantages, in particular, of a light-colored appearance. They selectively absorb blue light and can be used in areas such as optical films, optical lenses, goggles, skin care, lighting, coatings, adhesives or panels.
  • Visible light includes red, orange, yellow, green, blue, indigo, and purple light.
  • Red light has the longest wavelength and purple light has the shortest, and the shorter of the wavelength, the higher of the energy.
  • Blue light can cause free radicals in the body (Investigative Ophthalmology & Visual Science (20140731), 55 (7), pp. 4119-4127).
  • the blue light emitted from the 3C screen can easily pass through eye lens in the dim, which may cause ciliary muscle spasm, presbyopia, and macular lesions after a long time exposure.
  • blue light blocking agents are mainly dyes and inorganic phosphor compounds. Dark color is one of the disadvantages of these agents. For example, brown-colored glasses (CN106466925, CAPLUS AN 2017: 351046) are not suitable for indoor use.
  • a good blue light blocking agent must have at least two basic requirements. First, it can filter blue light. Second, it has a light color. In addition, an excellent blue light blocking agent is required to absorb blue light selectively, because the non-selective absorption of all bands of blue light can cause a visually unnatural feeling. In high-end applications, the absorption needs to gradually decrease as the wavelength increases, that is, blue light of longer wavelengths must have greater penetration. For example, for the optical lens, the transmitted blue light needs to have a 50% to 100% increasing penetration from 410 nm to 450 nm. In this way, it can cause a better visual feeling. Therefore, the conditions for being a blue light blocking agent are very severe. Actually there are few products on the market that can meet above requirements.
  • the compound of formula (II-5) has been disclosed a compound of formula (II-5) having a structure very similar to that of the compound of formula (II-1) of the present invention.
  • the compound of formula (II-5) is dimethyl (p-methoxybenzylidene) malonate (trade name Eusorb-1988 or Clariant hostavin pr 25).
  • Compound of formula (II-5) has a maximum absorption peak at 314 nm, and is widely used as UVB (290-320 nm) ultraviolet absorbers (JP 4822129, CAPLUS AN 2008: 1039270) without blue light blocking effect (see also Table 1 of the present invention).
  • Compound of formula (II-7) has a maximum absorption peak at 340 nm and is applied to ultraviolet absorbers.
  • the pyrazoline compounds of formula (I) of the present invention are originally used as a photoinitiator in a photoresist for a printed circuit board, or as a reflective whitening agent in the opaque fiber-reinforced resin layer of the charge transport material printed circuit board, or as a charge transfer agent in the field of electrophotography, or as an antibacterial agent.
  • page 10 of CN102012634A (or column 4 of U.S. Pat. No. 8,198,008B2) discloses compound (I-1) as a photoinitiator, U.S. Pat. No.
  • JP 63033481 discloses compounds (I-2) or (I-3) as photoinitiators.
  • blue light blocking agent function of filtering blue light and good color appearance are two basic requirements.
  • an excellent agent it is required for further absorption capacity for the assigned blue light bands, so that the transmitted light can provide an excellent visual effect.
  • the conditions for being an excellent blue light blocking agent are very severe.
  • the present invention specifically designs and screens for blue light blocking compounds.
  • the inventors have successfully devised compounds of formula (I) and (II), which can be used as excellent blue light blocking agents.
  • the inventors also designs a blue light blocking system using (I) or (II) alone or in combination.
  • the invention overcomes the disadvantages of traditional blue light blocking agents. For example, it overcomes the shortcomings of the dark colors caused by traditional dyes or inorganic phosphor agents. For another example, it overcomes the shortcomings of traditional blue light blocking agents that excessively absorb long-wavelength blue light, which causes poor visual experience.
  • the basic design of the blue light blocking agent system of the present invention is to use the blue light blocking compound of formula (I) alone or the formula (II) alone. Because at about 400 ⁇ 20 nm, there is a maximum absorption peak for formula (I) or formula (II).
  • the blue light blocking compounds can also be used in combination, for example, a combination between three analogs of formula (I-1), formula (I-2), and formula (I-3), or, for another example, a combination between two analogs, formula (II-1) and formula (II-2).
  • the advantage is that, on the one hand, the analogs in between have good compatibility, and on the other hand, by adjusting the ratio between the analogs, it can selectively absorb blue light in different bands, making the transmitted blue light better visual effect.
  • the maximum absorptions of (I-1), (I-2), and (I-3) in the blue region are each about 390 nm, 380 nm, and 420 nm, respectively (slightly different in different solvents). Mixing at a specific ratio can achieve different effects through filtering blue light. Compound (I-1), (I-2), and (I-3) have similar structures, therefore can be well mixed in solvents with almost any ratio. In this way, by controlling the ratio of (I-1), (I-2), and (I-3) compounds, blue light in different wavelength bands can be selectively absorbed, so that the transmitted blue light can provide good visual effect.
  • the blue light blocking agent system can also be a combination of compounds of formula (II), such as a combination of compounds of formula (II-1) and formula (II-2).
  • the maximum blue light absorption of compounds of formula (II-1) and (II-2) is about 380 nm, 420 nm (slightly different in different solvents).
  • the blue light can be selectively absorbed, so that the transmitted blue light can provide a better visual effect.
  • the blue light blocking system can also be a combination of compounds of formula (I) and formula (II), for example, the combinations selected from compound of formula (I-1), formula (I-2), formula (I-3), formula (II-1), and formula (II-2).
  • Compounds of formula (I-1), formula (I-2), formula (I-3), formula (II-1), formula (II-2) have maximum absorption peaks at about 400 ⁇ 20 nm, and all of which can effectively removes the harmful blue light, ie., the blue light with shorter wavelengths.
  • the blue light blocking system can be used in combination with ultraviolet blocking compounds to achieve functions of preventing both ultraviolet and blue light at the same time.
  • dimethyl (p-methoxybenzylidene) malonate that is, compound of formula II-5, UV absorption maximum absorption peak at 314 nm
  • 2,2′-(1,4-benzenedimethylene) tetraethyl dimalonate i.e. compound of formula II-6, UV absorption maximum absorption peak at 320 nm
  • cyano-p-methoxycinnamate i.e. compound of formula II-7, UV absorption maximum absorption peak at 340 nm.
  • UVA (approximately 320-400 nm) ultraviolet light can penetrate glass. It is the main ultraviolet light in rooms.
  • UVB (about 290-320 nm) ultraviolet light is the main ultraviolet light of solar radiation that causes biological effects on skin outdoors.
  • UVA about 320-400 nm
  • blue light about 380 nm-450 nm
  • Other blue light blocking systems that absorb both UVAB (about 290-400 nm) and full-band blue light (about 380 nm-450 nm) are also expected.
  • Blue light with a wavelength of 410 nm-450 nm is a low-energy blue light.
  • a blue light blocking system with decreasing absorption values from wavelength of 410 nm to 450 nm is expected, because the resulting penetrating light can provide a good visual effect.
  • An UV-blue light blocking system with UVAB absorption (about 290-400 nm) and selective absorption of blue light (from 410 nm to 450 nm with decreasing absorption) is highly anticipated. For example, a specific combination of one or more compounds selected from formula (I-1), formula (I-2), formula (I-3), formula (II-1), formula (II-2), formula (II-5), formula (II-6), and formula (II-7).
  • R 1 to R 3 are each independently selected from H, straight or branched C 1 to C 6 alkyl, OR 3 , and N(R 3 ) 2
  • R 4 to R 6 are each independently selected from H, and straight or branched C 1 to C 6 alkyl
  • R 7 to R 8 are each independently selected from COOR 9 , CONR 10 R 11 , COR 12 , and CN
  • R 9 is selected from H, straight or branched C 1 to C 18 alkyl, and polyethylene glycol groups
  • R 10 to R 12 are each independently selected from H, straight or branched C 1 -C 6 alkyl, and phenyl.
  • R 1 to R 2 are each independently selected from C 1 to C 5 alkyl, OCH 3 , and N (CH 3 ) 2
  • R 3 to R 4 are H
  • R 5 to R 6 are each independently linear or branched C 1 to C 4 alkyl
  • R 7 to R 8 are each independently selected from COOR 9 , CONR 10 R 11 , COR 12 , and CN
  • R 9 is H or a linear or branched C 1 to C 18 alkyl group or a polyethylene glycol group with a molecular weight of 40 to 500
  • R 10 to R 12 each is independently selected from H, straight-chain or branched C 1 -C 4 alkyl, and phenyl.
  • R 1 to R 2 are each independently selected from tert-butyl, methoxy, and dimethylamino groups
  • R 3 to R 4 are H
  • R 5 to R 6 are each independently linear or branched C 1 to C 4 alkyl groups
  • R 7 to R 8 are each independently selected from COOR 9 and CN
  • R 9 is a linear or branched C 1 to C 4 alkyl group or a polyethylene glycol group having a molecular weight of 40 to 350.
  • Particularly preferred embodiments include compounds of formula (I-1), formula (I-2), formula (I-3), formula (II-1) and formula (II-2).
  • a particularly preferred embodiment further includes a combination of one or more compounds of (I-1), (I-2), (I-3), (II-1), and (II-2).
  • Another particularly preferred embodiment includes one or more compounds in combination selected from, for example, compounds of formula (I-1), formula (I-2), formula (I-3), formula (II-1), formula (II-2), formula (II-5), formula (II-6) and formula (II-7).
  • formula (II-5), formula (II-6), and formula (II-7) are UV blocking compounds.
  • the UV blocking compounds can be dimethyl (p-methoxybenzylidene) malonate (compound of formula II-5), 2,2′-(1,4-benzenedimethylene) dimalonate Ethyl ester (compound of formula II-6), cyano-p-methoxycinnamate (compound of formula II-7), (2-benzotriazol-2-yl)-4,6-bis (1-methyl 1-phenylethyl) phenol, 2,2′-methylenebis (4-tert-octyl-6-benzotriazolephenol), or other UV blocking compounds.
  • the substituents of polyethylene glycol and fatty ester of the compound of formula (II) of the present invention have excellent low migration and high compatibility in application.
  • the phenylacrylic compound of formula (II) according to the present invention can react with various resins, monomers or prepolymers to achieve the advantages of low mobility and high compatibility.
  • the blue light composition of the present invention can be optionally added a free radical scavenger or an antioxidant or a polymerization inhibitor, so that an unexpected light reaction is prevented while in storing.
  • adjusting the pH of the composition can also prevent unexpected photoreactions.
  • the selection of an appropriate wavelength initiator can also avoid the occurrence of unexpected light reactions.
  • the prior arts disclose the photo-initiating effect of compounds of formula (I) or formula (II) on photoresists of printed circuit boards. Their function is to cause free radicals to produce a series of photochemical reactions. This function is a destructive effect, and is completely different from the protection function of the blue light blocking agents of the present invention.
  • the application of the blue light blocking system of the present invention is to filter out bad blue light.
  • the transmitted light does not have short-wavelength blue light that is harmful to the human body.
  • visible light other than short-wavelength blue light can still pass through. This is completely different from the function of reflecting to block light of the fiber-reinforced resin of the opaque layer in the printed circuit board.
  • the charge transfer functions and the blue light blocking system of the present invention are completely different.
  • the basic structure of the blue light blocking system of the present invention includes one or more blue light blocking film layers.
  • the blue light blocking film layer can apply on article directly or put on a basal layer.
  • the blue light blocking system can further have a release layer or release layers.
  • the blue light blocking composition can apply on a basal layer or a release layer and then dried.
  • a transfer coating process is to coat the composition on the release film and then transfer it to the basal layer.
  • OCA optical clear adhesive Optically Clear Adhesive
  • Coating methods are conventional techniques, including traditional brush coating, spray coating, curtain coating, roll coating, slit coating, air knife coating, blade coating, and metering rod coating. Drying methods include natural drying, microwave drying, ultraviolet drying, infrared drying, and hot air drying.
  • the basal layer includes one or more of material, such as polyester, glass, polyethylene, polypropylene, polycarbonate, polyamide, polyacrylate, polymethacrylate, polyvinyl acetate, and polyvinyl chloride.
  • the release film material includes silicone and non-silicone.
  • Non-silicone material includes, for example, one or more mixtures of polyethylene, polypropylene, polyurea, polyacrylic, polyester, and fluorocarbons.
  • OCA optical glue can be applied to different fields according to different thicknesses, such as transparent device binding, display assembly, lens assembly, panel, glasses or polycarbonate plastic materials.
  • the blue light blocking film may also include other film layers, such as a UV absorbing film layer, an anti-fog film layer, and an antistatic film layer.
  • Blue light blocking film can be used in the optical or electronic industry, such as optical lenses, goggles, lenses, displays, panels, light protection.
  • the thermal initiation blue light blocking composition usually includes blue light blocking agent, a thermal initiator, a monomer, a solvent, and an auxiliary agent.
  • Thermal initiators are classified according to the initiation temperature. High temperature (above 100° C.) initiators can be selected from alkyl peroxides, alkyl hydrogen peroxide compounds, and peroxide ester compounds. Medium temperature (40-100° C.) initiators include azo compounds, diacyl peroxide, or persulfate, etc. Low temperature (0-40° C.) initiators, for example, are used in redox initiation system. Thermal initiators can be divided into azo compounds and peroxides according to their molecular structure.
  • the common used azo compounds include azobisisobutyronitrile (ABIN), azobisisoheptonitrile (ABVN), and azo compounds with carboxyl or sulfonic acid groups.
  • the common used peroxides include benzoyl peroxide (BPO), di (2,4-dichlorobenzoyl) peroxide, diacetyl peroxide, dioctanoyl peroxide, dilauroyl peroxide, and diisopropyl peroxide.
  • Benzene peroxide DCP
  • di-tert-butyl peroxide DTBP
  • tert-butyl peroxide benzoate BBP
  • cumene hydrogen peroxide CHP
  • tert-butyl hydrogen peroxide TH
  • Diisopropyl peroxide IPP
  • diisobutyl peroxide IBP
  • dicarbonate methyl ethyl ketone peroxide
  • cyclohexanone peroxide persulfate and hydrogen peroxide.
  • Double bond monomers include acrylic, acrylate, methacrylic, methacrylate, hydroxyacrylate, methacrylate, diacetone acrylamide, vinyl, styrene, ethylene, vinyl fluoride, vinyl chloride, acrylonitrile, and vinyl acetate, silicone acrylate, epoxy acrylate, and polyurethane acrylate.
  • Acrylic or acrylate monomers include acrylate soft monomers, acrylate hard monomers, acrylic functional monomers, or crosslinking monomers.
  • Preferred acrylate soft monomers are, for example, ethyl acrylate, butyl acrylate, 2-ethylhexyl acrylate, or iso-octyl acrylate.
  • Preferred acrylic hard monomers are, for example, methyl acrylate and methyl methacrylate.
  • Preferred acrylic functional monomers are, for example, acrylic acid and methacrylic acid.
  • Preferred crosslinking monomers are, for example, hydroxyethyl acrylate, hydroxypropyl acrylate, hydroxyethyl methacrylate, hydroxypropyl methacrylate, and adipic acid dihydrazide (ADH).
  • Thermosetting resins used in blue light blocking films are, for example, polyurethane resins, epoxy resins, phenolic resins, polyurea resins, unsaturated polyester resins, or alkyd resins.
  • the monomers can be isocyanate, epichlorohydrin, phenol, aldehyde, polyol, fatty acid, polyacid, acid anhydride, polythiol, polyamine, alcoholamine, or thiolamine.
  • Solvents include acetonitrile, acetone, methyl ethyl ketone, cyclohexanone, benzene, toluene, xylene, ethyl acetate, butyl acetate, methyl isobutyl ketone, methanol, ethanol, isopropanol, butanol, ethylene glycol, Propylene glycol, butanediol, vinyl chloride, dichloromethane, chloroform, carbon disulfide, tetrahydrofuran, dimethylformamide (DMF), and polyethylene glycol methyl ether (EGMME).
  • acetonitrile acetone, methyl ethyl ketone, cyclohexanone, benzene, toluene, xylene, ethyl acetate, butyl acetate, methyl isobutyl ketone, methanol, ethanol, isopropanol,
  • Polyurethane is produced by the reaction of polyester polyol or polyether polyol with isocyanate. Specifically, for example, a polyol and an isocyanate, a chain extender, and a catalyst (such as dimethylaminocyclohexane) are mixed, and then injected into a mold for curing. Or, isocyanate and polyol react first to form a prepolymer, and then add a chain extender.
  • the epoxy resin monomer is formed by the reaction of epichlorohydrin and bisphenol A.
  • Specific embodiments include reacting bisphenol A with epichlorohydrin, and then adding a hardener, such as dicyandiamide (Dicy) or adipic acid dihydrazide (ADH), and an accelerator, 2-methylimidazole.
  • a hardener such as dicyandiamide (Dicy) or adipic acid dihydrazide (ADH)
  • an accelerator 2-methylimidazole.
  • the monomers of the alkyd resin include polyols and fatty acids. Specifically, for example, glycerin, isophthalic anhydride, and fatty acids are put into a reaction tank, and heated to 200-250° C. until the desired viscosity and acid value.
  • the unsaturated polyester resin is a linear polymer compound having an ester bond and an unsaturated double bond.
  • Monomers include unsaturated dibasic acids and unsaturated diols, or saturated dibasic acids and unsaturated diols.
  • propylene glycol, butadiene anhydride, and phthalic anhydride are subjected to a condensation polymerization reaction in a reaction tank.
  • the resulting unsaturated polyester is added with a styrene monomer to become a viscous resin, and cyclohexanone peroxide is added while in use.
  • Auxiliaries include one or more agents selected from stabilizers, coupling agents, leveling agents, defoamers, dispersants, solvents, chain transfer agents, catalysts, tougheners, tackifiers, plasticizers, thickeners, diluents, flame retardants, polymerization inhibitors, preservatives, hardeners, and acid-base adjusting agents.
  • Thermally initiated blue light blocking composition may include blue light blocking agent mass content from 0.01% to 20%, initiator mass content from 0.01 to 10%, monomer or prepolymer or polymer content from 50 to 99.98%, and auxiliary mass content from 0 to 80%. Among them, the mass content of the blue light blocking agent is preferably 0.05% to 10%, and more preferably 0.1% to 5%.
  • an acrylic soft monomer, an acrylic hard monomer, an acrylic functional monomer, and an acrylic crosslinking monomer are mixed to form a monomer mixture.
  • the monomer mixture, the initiator and the solvent are then added to the reaction tank, and the reaction is heated. After the reaction is completed, the temperature is lowered to the room temperature. The product is discharged, and is evenly coated on a basal layer.
  • the photo-initiated blue light blocking composition usually includes a blue light blocking agent, a polymerized monomer or/and a prepolymer, a photoinitiator, and an auxiliary agent.
  • Photoinitiators are mainly divided into free radical photoinitiators and cationic photoinitiators, and the radical photoinitiator is further divided into a cleavage photoinitiator and a hydrogen abstraction photoinitiator.
  • Cleavage type free radical photoinitiators are mainly aryl alkyl ketones, including one or more compounds selected from benzoin derivatives, dialkoxyacetophenones, ⁇ -hydroxyalkyl phenones, ⁇ -aminoalkyl phenones, acylphosphines, esterified oxime ketone compounds, aryl peroxyester compounds, halomethyl aryl ketones, organic sulfur compounds, and benzoyl esters.
  • Hydrogen-abstracting free-radical type photoinitiators include one or more compounds selected from active amine, benzophenone, thia anthrone anthraquinones, coumarone, camphorquinones, and, the derivatives thereof.
  • Cationic photoinitiators include one or more compounds selected from diazonium salt, diaryl iodonium salt, triarylsulfonium salt, alkylsulfonium salt, iron aromatic hydrocarbon salt, sulfonyloxyketone, and triarylsilyl ether.
  • Prepolymers are oligomers that contain functional groups and can be further reacted, for example, methacrylate oligomers, acrylate oligomers, epoxy acrylate oligomers, polyurethane acrylate oligomers, silicones Acrylate oligomer, amino acrylate oligomer, carboxy acrylate oligomer, phosphate acrylate oligomer, hydroxy polyacrylate oligomer, polyester acrylate oligomer, and polyether acrylate.
  • Prepolymer can be used alone or in a mix.
  • the polymerization monomer can be one or more kinds of small molecules in an addition or condensation polymerization reaction.
  • double bond monomers include acrylic, acrylic, methacrylic, methacrylic, hydroxyacrylic, methacrylic, diacetone acrylamide, ethylene, styrene, diene, vinyl fluoride, vinyl chloride, acrylonitrile, and vinyl acetate, silicone acrylate, epoxy acrylate, and urethane acrylate.
  • Acrylic or acrylate monomers include acrylate soft monomers, acrylate hard monomers, acrylic functional monomers, and crosslinking monomers.
  • Preferred acrylate soft monomers are, for example, ethyl acrylate, butyl acrylate, 2-ethylhexyl acrylate, or isooctyl acrylate.
  • Preferred acrylic hard monomers are, for example, methyl acrylate or methyl methacrylate.
  • Preferred acrylic functional monomers are, for example, acrylic acid or methacrylic acid.
  • Preferred crosslinking monomers are, for example, hydroxyethyl acrylate, hydroxypropyl acrylate, hydroxyethyl methacrylate, hydroxypropyl methacrylate, or adipic acid dihydrazide.
  • the mass content of the blue light blocking agent is 0.01% to 20%, preferably 0.05% to 10%, and more preferably 0.1% to 5%.
  • Auxiliaries may include stabilizers, coupling agents, leveling agents, defoamers, dispersants, solvents, chain transfer agents, catalysts, tougheners, tackifiers, plasticizers, thickeners, diluents, flame retardants.
  • auxiliaries may include one or more agents selected from stabilizers, coupling agents, leveling agents, defoamers, dispersants, solvents, chain transfer agents, catalysts, tougheners, tackifiers, plasticizers, thickeners, diluents, flame retardants, polymerization inhibitors, preservatives, hardeners, and acid-base adjustment agents.
  • Common auxiliaries include coupling agents, such as silane coupling agents.
  • the common used auxiliaries may include one or more agents selected from of UV absorbers, hindered amine, antioxidants, and free radical scavengers.
  • the photo-initiated blue light blocking composition includes a mass content of the blue light agent from 0.01% to 20%, a mass content of the initiator from 0.01 to 10%, a monomer and/or prepolymer from 5 to 99.98%, and a mass content of the auxiliary agent of 0 to 95%.
  • the mass content of the blue light blocking agent is 0.05% to 10%
  • the mass content of the initiator is 0.05 to 5%
  • the monomer and/or prepolymer is 5 to 99.9%
  • the mass content of the auxiliary agent is 0 to 50%.
  • a photo-initiated blue light blocking composition for example, a combination of an acrylate monomer, an acrylate prepolymer, a blue light absorber, and an initiator Photocure 84
  • a photo-initiated blue light blocking composition can be mixed and uniformly applied to a clean basal layer, and then UV-cured to form a blue light blocking film.
  • the non-reactive blue light blocking composition includes a blue light blocking agent, a polymer or polymers, a solvent or solvents, and/or an auxiliary agent or agents. It mainly uses the volatilization of the solvent or other dispersion medium in the coating film to form a solid thin film.
  • the polymer or polymers may be selected from, but not limited to polyacrylate, polymethacrylate, polyethylene, polypropylene, polyvinyl chloride, polystyrene, polyacrylonitrile, polyethylene terephthalate, polyethylene terephthalate succinate, polycarbonate, polyamide, ethylene-vinyl acetate copolymer, polyvinyl alcohol, acrylonitrile-styrene copolymer, thermoplastic polyurethane, polyimide, cellulose, polysulfide, polyphenylene oxide, polyformaldehyde, polysulfone, polyetheretherketone, polyamide-imide, polyetherimide, polyethersulfone, and polyetherimide.
  • the non-initiating blue light composition may include a mass content of the blue light blocking agent from 0.01% to 20%, a polymer content from 5 to 99.99%, and a mass content of the auxiliary agent (from 0 to 95%).
  • the polystyrene plastic is dried, then pulverized into small pieces, put into a mixed solvent of xylene/ethyl acetate, and stirred until completely dissolved. Then add a plasticizer (such as di-butyl phthalate) and a blue light blocking agent to heat and stir to obtain the composition. After coating and drying to remove the solvent, a blue light blocking film is obtained.
  • Plasticizers for polystyrene include phthalates, diterpenes, epoxy soybean oil, octyl epoxy soybean oleate, and alkylbenzene sulfonate.
  • the materials of blue light blocking optical lens or goggles of the present invention includes glass and polymer, such as polycarbonate (PC), polymethyl methacrylate (PMMA), nylon (PA), TPX (Polymethylpentene), polystyrene, diethylene glycol dialkyl carbonate resin (PEDC).
  • the blue light blocking agent can be added to the resin in a specific proportion for co-molding.
  • the mass content of the blue light blocking agent is 0.01% to 20%, preferably 0.05% to 10%, and more preferably 0.1% to 5%.
  • the present invention can also use an impregnation process to immerse the lens in a solution containing n blue light blocking agent.
  • the present invention can also use a thin film process to form a blue light blocking film on the lens surface.
  • the invention can also adopt a transfer coating process, for example, coating on a release film first, and then transferring to an optical lens.
  • FIG. 1 shows UV-VIS absorption of the compounds (I-1) and (II-1) of the present invention
  • FIG. 2 is a schematic diagram of the side of the blue light blocking film: 1. the release layer, 2. the blue light blocking layer, 3. the basal layer
  • FIG. 3 is a schematic diagram of the side of the blue light blocking OCA optical adhesive (Optically Clear Adhesive): 1. a release layer, 2. a blue light blocking layer, and 3. a release layer.
  • OCA optical adhesive Optically Clear Adhesive
  • Example 4 The same method as in Example 4 except that ethyl 2-cyanoacetate was used instead of dimethyl malonate to obtain ethyl 2-ethyl-2-cyano-3-(4-(dimethylamino) phenyl) acrylate ester (II-2) compound, melting point: 125-126° C. UV-VIS (CH 3 CN max.) 420 nm.
  • Table 2 shows the application of the compound of formula (I) alone, or a combination (I-1), (I-2), and (I-3), against blue light.
  • Table 3 shows the application of the compound of formula (II) alone, or a combination of (II-1), (II-2), (II-5) against blue light.
  • Table 4 shows the application of the combinations of (I-1), (II-1) and (II-5).
  • the “380-400 nm absorption” in Tables 2 to 4 indicates the absorption of shorter wavelength blue light (higher energy). Basically, the greater the absorption, the better the protection against shorter wavelengths of blue light will be.
  • the “UVA1 & 380 nm-450 nm absorption” in Table 2 indicates that it absorbs both long-wavelength UVA1 (about 340-400 nm) and blue light of 380 nm-450 nm, basically, the greater the absorption, the better the protection effect against long-wavelength ultraviolet light (UVA1) and full-band blue light.
  • UVAB & 380 nm-450 nm absorption indicates that it absorbs both UVAB (about 290-400 nm) ultraviolet light and blue light in the full-band of 380 nm-450 nm, the greater the absorption, the better the protection against ultraviolet (UVAB) and full-band blue light.
  • UVAB ultraviolet
  • 410 nm-450 nm absorption decreases indicates that the absorption from 410 nm to 450 nm decreases gradually and the transmitted blue light has better color visual effects. “ ⁇ ” means poor effect, “+” means good effect, “++” means very good effect, and “+++” means excellent effect.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Engineering & Computer Science (AREA)
  • General Physics & Mathematics (AREA)
  • Ophthalmology & Optometry (AREA)
  • Materials Engineering (AREA)
  • General Health & Medical Sciences (AREA)
  • Manufacturing & Machinery (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Ceramic Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Polymerisation Methods In General (AREA)
  • Optical Filters (AREA)
  • Eyeglasses (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
US16/637,271 2017-08-09 2018-02-12 Blue light blocking system containing pyrazoline or/and phenylacrylic compounds Abandoned US20200181363A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CN201710674417.XA CN109384878B (zh) 2017-08-09 2017-08-09 含吡唑啉类或/及苯丙烯酸类化合物之防蓝光系统
CN201710674417.X 2017-08-09
PCT/CN2018/076390 WO2019029148A1 (zh) 2017-08-09 2018-02-12 含吡唑啉类或/及苯丙烯酸类化合物之防蓝光系统

Publications (1)

Publication Number Publication Date
US20200181363A1 true US20200181363A1 (en) 2020-06-11

Family

ID=65272966

Family Applications (1)

Application Number Title Priority Date Filing Date
US16/637,271 Abandoned US20200181363A1 (en) 2017-08-09 2018-02-12 Blue light blocking system containing pyrazoline or/and phenylacrylic compounds

Country Status (6)

Country Link
US (1) US20200181363A1 (ja)
JP (1) JP2020530140A (ja)
KR (1) KR102458704B1 (ja)
CN (1) CN109384878B (ja)
TW (1) TWI737927B (ja)
WO (1) WO2019029148A1 (ja)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110183996B (zh) * 2019-05-30 2021-04-20 苏州凡赛特材料科技有限公司 一种防蓝光压敏胶及其制备方法
CN110564094A (zh) * 2019-09-12 2019-12-13 伍家轩 一种防蓝光材料及其制备方法及防蓝光灯具元件
CN111303612B (zh) * 2019-11-18 2022-02-15 万华化学集团股份有限公司 一种防蓝光聚氨酯光学树脂材料
CN116615497A (zh) * 2020-12-14 2023-08-18 柯尼卡美能达株式会社 光学膜、偏振片及有机电致发光显示装置
JPWO2022138925A1 (ja) * 2020-12-25 2022-06-30
CN113307742B (zh) * 2021-05-19 2022-05-17 南京工业大学 一种蓝光吸光材料及其制备方法和应用、防蓝光镜片
CN113717311A (zh) * 2021-08-30 2021-11-30 江苏康耐特光学有限公司 一种加强防蓝光性能的树脂镜片及其制备方法
CN115894268A (zh) * 2022-11-11 2023-04-04 包头稀土研究院 一种浅底色蓝光吸收剂及其制备方法与应用

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20040126700A1 (en) * 2002-12-31 2004-07-01 Ming-Chia Lee Ethlenic compound and structure and fabrication method of high density blue laser storage media using thereof
JP2012215787A (ja) * 2011-04-01 2012-11-08 Hitachi Chem Co Ltd 感光性樹脂組成物、感光性エレメント、レジストパターンの製造方法、並びに、プリント配線板及びその製造方法

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3837851A (en) * 1973-01-15 1974-09-24 Ibm Photoconductor overcoated with triarylpyrazoline charge transport layer
JP2931693B2 (ja) * 1991-05-07 1999-08-09 株式会社日本化学工業所 光線遮蔽剤
US5470932A (en) * 1993-10-18 1995-11-28 Alcon Laboratories, Inc. Polymerizable yellow dyes and their use in opthalmic lenses
JP2004163800A (ja) * 2002-11-15 2004-06-10 Mitsubishi Chemicals Corp 感光性樹脂組成物
KR20130088166A (ko) * 2010-11-17 2013-08-07 히타치가세이가부시끼가이샤 감광성 수지 조성물, 감광성 엘리먼트, 레지스트 패턴의 형성 방법 및 프린트 배선판의 제조 방법
US20160304752A1 (en) * 2013-11-18 2016-10-20 Riken Technos Corporation Blue light-blocking resin composition
JP2015189961A (ja) * 2014-03-29 2015-11-02 株式会社日本触媒 高エネルギー可視光線遮蔽性粘着剤
KR20150123383A (ko) * 2014-04-24 2015-11-04 주식회사 웰코 블루라이트 유해파장을 차단시키는 보호필름의 코팅물질 제조방법
KR20160049101A (ko) * 2014-10-24 2016-05-09 유림특수화학 주식회사 블루라이트 차단 효과가 우수한 도료 및 이를 이용한 도막 형성 방법
KR101612940B1 (ko) * 2015-09-15 2016-04-15 (주)케미그라스 자외선 및 청색광 차단 기능성 안경렌즈
CA3003980C (en) * 2015-11-06 2023-08-22 Essilor International Optical article protecting from blue light
CN108351536B (zh) * 2015-11-06 2020-09-08 依视路国际公司 保护免受蓝光以及紫外光的光学制品
CN107325051A (zh) * 2017-07-11 2017-11-07 广州富锐晞新材料科技有限公司 蓝光吸收剂及其制备方法和应用
JP6861819B2 (ja) * 2017-07-26 2021-04-21 三井化学株式会社 光学材料用重合性組成物、光学材料およびその用途

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20040126700A1 (en) * 2002-12-31 2004-07-01 Ming-Chia Lee Ethlenic compound and structure and fabrication method of high density blue laser storage media using thereof
JP2012215787A (ja) * 2011-04-01 2012-11-08 Hitachi Chem Co Ltd 感光性樹脂組成物、感光性エレメント、レジストパターンの製造方法、並びに、プリント配線板及びその製造方法

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
A copy of machine translation into English of JP 2012-215787 A; Iso et al (Year: 2012). *

Also Published As

Publication number Publication date
CN109384878B (zh) 2023-01-24
JP2020530140A (ja) 2020-10-15
KR102458704B1 (ko) 2022-10-25
TW201910315A (zh) 2019-03-16
TWI737927B (zh) 2021-09-01
WO2019029148A1 (zh) 2019-02-14
KR20200051622A (ko) 2020-05-13
CN109384878A (zh) 2019-02-26

Similar Documents

Publication Publication Date Title
US20200181363A1 (en) Blue light blocking system containing pyrazoline or/and phenylacrylic compounds
US20210230128A1 (en) Anti-blue light compound, preparation method and application thereof
CA1125285A (en) Poly(ethylenically unsaturated alkoxy) heterocyclic compounds
JP5576734B2 (ja) 紫外線吸収性のベンゾトリアゾール系（共）重合体及びこれを含む塗料並びに該塗料がコーティングされたフィルム
ES2376773T3 (es) Mezcla endurecible por radiación, que contiene compuestos de bajo peso molecular, con insaturación etilénica, con sistemas cíclicos no aromáticos
CN106573885B (zh) 硫醇化合物及其制造方法、聚合物、组合物、硬化膜及彩色滤光片
EP1293522B1 (en) Curable composition comprising photochromic compound
CA1143329A (en) Irradiation of polyacrylate compositions in air
CN111263755A (zh) 苯并三唑化合物
US10941225B2 (en) Photocurable electron deficient olefin-containing compositions
CN108476563A (zh) 有机el显示装置
CN115305017A (zh) 一种高折射率光学有机胶水组合物及其制备方法与使用方法
KR102345990B1 (ko) 자외선 흡수성 도료 및 상기 도료가 코팅된 필름
KR102320539B1 (ko) 벤조트리아졸계(공)중합체 및 이를 함유하는 자외선 흡수성 도료 및 상기 도료가 코팅된 필름
US20230314675A1 (en) Blue light blocking film layer and blue light blocking system
CN114206960B (zh) 聚合性组合物、化合物、聚合物、树脂组合物、紫外线遮蔽膜及层叠体
KR20080027141A (ko) 광흡수 색소 조성물
JP2004143344A (ja) 紫外線吸収能を有する架橋性樹脂組成物
KR20120087541A (ko) 감광성 녹색 수지 조성물, 이를 포함하는 감광재, 이를 이용하여 제조된 컬러필터 및 이를 포함하는 액정표시소자
JP3265049B2 (ja) 硬化性被覆組成物
KR102526413B1 (ko) 고에너지 가시광 차단 수지 조성물 및 이에 의해 제조된 가시광 차단 시트
JPH02108657A (ja) ジシクロペンタジエン誘導体およびそれを含む重合性単量体組成物
US10975221B2 (en) Crosslinkable composition including a (meth)acrylic polymer and methods of making a crosslinked composition
CN115220142A (zh) 光学层叠体
JPH08291273A (ja) 光硬化性組成物

Legal Events

Date Code Title Description
STPP Information on status: patent application and granting procedure in general

Free format text: DOCKETED NEW CASE - READY FOR EXAMINATION

STPP Information on status: patent application and granting procedure in general

Free format text: NON FINAL ACTION MAILED

STPP Information on status: patent application and granting procedure in general

Free format text: RESPONSE TO NON-FINAL OFFICE ACTION ENTERED AND FORWARDED TO EXAMINER

STPP Information on status: patent application and granting procedure in general

Free format text: NON FINAL ACTION MAILED

STPP Information on status: patent application and granting procedure in general

Free format text: RESPONSE TO NON-FINAL OFFICE ACTION ENTERED AND FORWARDED TO EXAMINER

STPP Information on status: patent application and granting procedure in general

Free format text: FINAL REJECTION MAILED

STPP Information on status: patent application and granting procedure in general

Free format text: DOCKETED NEW CASE - READY FOR EXAMINATION

STPP Information on status: patent application and granting procedure in general

Free format text: NON FINAL ACTION MAILED

STCB Information on status: application discontinuation

Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION