CN106220561A - High temperature resistant blue-light absorbers of specific absorption wavelength and preparation method thereof - Google Patents

High temperature resistant blue-light absorbers of specific absorption wavelength and preparation method thereof Download PDF

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Publication number
CN106220561A
CN106220561A CN201610592143.5A CN201610592143A CN106220561A CN 106220561 A CN106220561 A CN 106220561A CN 201610592143 A CN201610592143 A CN 201610592143A CN 106220561 A CN106220561 A CN 106220561A
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China
Prior art keywords
absorption wavelength
light absorbers
specific absorption
blue
preparation
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Pending
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CN201610592143.5A
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Chinese (zh)
Inventor
王志飞
汤雪娇
杨丹丹
王肖肖
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Southeast University
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Southeast University
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Priority to CN201610592143.5A priority Critical patent/CN106220561A/en
Publication of CN106220561A publication Critical patent/CN106220561A/en
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D215/00Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/12Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D215/14Radicals substituted by oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00Materials not provided for elsewhere

Abstract

The invention discloses the high temperature resistant blue-light absorbers of specific absorption wavelength, belong to the technical field of blue-light absorbers, its general structure such as formula (I):Wherein, R is H or CH3;The invention also discloses the preparation method of the high temperature resistant blue-light absorbers of specific absorption wavelength;The high temperature resistant blue-light absorbers of specific absorption wavelength in the present invention; certain dissolubility is all had in more organic solvent; Effective Doping can be carried out in glasses, screen protecting film production process; resistant to elevated temperatures characteristic further increases the advantage of itself, such that it is able to arriving in more industry is applied.The preparation method of the present invention is low for equipment requirements, and operating process is simple, only can settle this material of generation at one go by the method for microwave heating, it is easy to operate and promote, possess good practicality.

Description

High temperature resistant blue-light absorbers of specific absorption wavelength and preparation method thereof
Technical field
The invention belongs to the technical field of blue-light absorbers, be specifically related to the high temperature resistant blue-light absorbers of specific absorption wavelength And preparation method thereof.
Background technology
Along with the fast development of electronics technology product, the electronic product such as panel computer, notebook, mobile phone becomes us especially Live an indispensable part.Working clan, race of bowing, game enthusiasts become the important promotion that electronics technology develops especially Person.But, we are while enjoying because of the joyful sense of the development in science and technology thing followed, and visual problems is also at convexity unconsciously Aobvious.The a large amount of irregular shortwave blue light that the appearance of the symptoms such as eye is dry, puckery, the visual deterioration of eye and electronic product screen send has Close association.Blue light is at visible ray medium wavelength closest to ultraviolet, and its wave-length coverage is 360nm~500nm.This wave band Blue light can be directed through cornea, the retina of intraccular part is caused directly damage, causes macular disease, thus increase Visual deterioration or blind disease send out probability.Thus, how to reduce the blue light injury to human body vision, it has also become glasses, Electronic curtain, screen protecting film industry need the social problem of solution badly.
In order to preferably reduce the injury that human eye is brought by blue light, many professional persons be devoted to study blue light absorption or Person's filtering material, such as plastics filter, can filter the blue light of specific wavelength, ultraviolet light to a certain extent.Prior art In have by by yellow UV absorbent (methacrylic acid azobenzene ester) or 2-(2-hydroxyl-5-isopropyl olefin(e) acid ethoxycarbonyl benzene Base)-2H-benzotriazole as raw material add in contact lens be polymerized;At 380nm~450nm, absorption is had additionally, also have Azo compound as blue-light absorbers, but can also still suffer from poorly water-soluble, addition is restricted mostly, thus shadow Ring the carrying out of subsequent step, additionally, there may be during use the shortcomings such as effective ingredient easily loss.
Summary of the invention
Goal of the invention: it is an object of the invention to provide the high temperature resistant blue-light absorbers of specific absorption wavelength, specific absorption Wavelength is at 400nm~465nm, preferably solves blue light and closes threat and the blue-light absorbers of human eyesight at glasses, protecting film It is difficult to a difficult problem for Effective Doping during one-tenth, the aspects such as glasses, screen protecting film, electronic curtain can be effectively applied to, can To reduce greatly the damage to eyes of the blue light of varying strength;It is a further object of the present invention to provide the resistance to of specific absorption wavelength The preparation method of high temperature blue-light absorbers.
Technical scheme: for achieving the above object, the present invention adopts the following technical scheme that
The high temperature resistant blue-light absorbers of specific absorption wavelength, its general structure such as formula (I):
Wherein, R is-H or-CH3
Described formula (I) is synthesized by following chemical equation (II):
The preparation method of the novel fire resistant blue-light absorbers of described specific absorption wavelength, comprises the following steps:
1) it is that 1:2:10 claims according to phthalic anhydride, 2-methylquinoline or 2,6-dimethyl quinoline, zinc chloride mol ratio Take raw material 1:2:10 in reaction bulb, fully dissolve after mixing, obtain mixture;
2) mixture is put in microwave oven react, after the solution in question response bottle generates faint yellow solid, stop Microwave heating, adds solvent so that it is after fully dissolving, and carries out sucking filtration, removes unreacted material, repeat with solvent molten afterwards Solve sucking filtration 2~3 times, obtain end product;
3) end product is placed in vacuum drying oven and overnight dries the novel fire resistant blue light obtaining specific absorption wavelength Absorbent.
Step 2) in, described microwave oven peak power is 600W, and applying power is 50%, and the response time is 5-8 minute, Reaction temperature is up to 180 DEG C.
Step 2) described in solvent selected from dehydrated alcohol, methanol, ethyl acetate, petroleum ether and dichloromethane.
Step 3) in, described vacuum drying oven temperature is 60~180 DEG C.
Beneficial effect: compared with prior art, the high temperature resistant blue-light absorbers of the specific absorption wavelength of the present invention, more Organic solvent in all have certain dissolubility, it is possible in glasses, screen protecting film production process, carry out Effective Doping, resistance to height The characteristic of temperature further increases the advantage of itself, such that it is able to arriving in more industry is applied.The preparation of the present invention Method is low for equipment requirements, and operating process is simple, only can settle this material of generation at one go by the method for microwave heating, it is easy to Operation and popularization, possess good practicality.
Accompanying drawing explanation
Fig. 1 is for be dissolved in blue-light absorbers in different organic solvents so that it is concentration is 10-5Mg/mL, at 350nm~ Uv absorption figure at 650nm;
Fig. 2 is blue-light absorbers uv absorption figure at 350nm~500nm.
Detailed description of the invention
Below in conjunction with the accompanying drawings and detailed description of the invention, it is further elucidated with the present invention.
The high temperature resistant blue-light absorbers of specific absorption wavelength, its general structure such as formula (I):
Wherein, R is-H or-CH3
Formula (I) is synthesized by following chemical equation (II):
The preparation method of the novel fire resistant blue-light absorbers of specific absorption wavelength, comprises the following steps:
1) chemical raw material weighs: 7.4g phthalic anhydride, 13.2mL 2-methylquinoline or (2,6-dimethyl quinoline Quinoline), and 0.34g zinc chloride three is as in 100mL single necked round bottom flask, is mutually mixed and fully dissolves, wherein reactant Mol ratio be phthalic anhydride: 2-methylquinoline or 2,6-dimethyl quinoline: zinc chloride=1:2:10;
2) selection of reaction condition: after above-mentioned solution fully dissolves, then that mixture is anti-as carrying out in microwave oven Should (peak power 600W applies power and is up to 50%) be 5~8 minutes, during this, reaction temperature may be up to 180 DEG C;
3) process of product: after the solution in question response bottle generates faint yellow solid, stops microwave heating, adds nothing Water-ethanol so that it is after fully dissolving, and carry out sucking filtration, removes unreacted material, repeats to dissolve sucking filtration 2 with dehydrated alcohol afterwards ~3 times;
4) final product is placed in vacuum drying oven at 60 DEG C~180 DEG C, overnight dries.
The final blue-light absorbers obtained is dissolved among different organic solvents, such as hexamethylene, N, N-dimethyl formyl In the solvent that amine etc. must be used in spectacles industry or screen protecting film building-up process, there is preferable dissolubility, explanation This blue-light absorbers can preferably be entrained among glasses or screen protecting film, and from Fig. 1-2, this blue light absorption Agent has preferable uv absorption at 400nm~465nm, and does not affect the absorption of useful blue light at 470nm~490nm, it is sufficient to Reach to protect the effect of vision.It addition, this blue-light absorbers be enough to bear the high temperature of 180 DEG C so that it is be suitable in more industry Promote.

Claims (6)

1. the high temperature resistant blue-light absorbers of specific absorption wavelength, it is characterised in that: its general structure such as formula (I):
Wherein, R is-H or-CH3
The high temperature resistant blue-light absorbers of specific absorption wavelength the most according to claim 1, it is characterised in that: described formula (I) synthesized by following chemical equation (II):
3. the preparation method of the novel fire resistant blue-light absorbers of the specific absorption wavelength described in claim 1~2, its feature exists In: comprise the following steps:
1) it is that 1:2:10 weighs according to phthalic anhydride, 2-methylquinoline or 2,6-dimethyl quinoline, zinc chloride mol ratio former Expect, in reaction bulb, fully to dissolve after mixing, obtain mixture;
2) mixture is put in microwave oven react, after the solution in question response bottle generates faint yellow solid, stop microwave Heating, adds solvent so that it is after fully dissolving, and carries out sucking filtration, removes unreacted material, repeat dissolving with solvent afterwards and take out Filter 2~3 times, obtain end product;
3) end product is placed in vacuum drying oven and overnight dries the novel fire resistant blue light absorption obtaining specific absorption wavelength Agent.
The preparation method of the novel fire resistant blue-light absorbers of specific absorption wavelength the most according to claim 3, its feature It is: step 2) in, described microwave oven peak power is 600W, and applying power is 50%, and the response time is 5~8 minutes, instead Temperature is answered to be up to 180 DEG C.
The preparation method of the novel fire resistant blue-light absorbers of specific absorption wavelength the most according to claim 3, its feature Be: step 2) described in solvent selected from dehydrated alcohol, methanol, ethyl acetate, petroleum ether and dichloromethane.
The preparation method of the novel fire resistant blue-light absorbers of specific absorption wavelength the most according to claim 3, its feature It is: step 3) in, described vacuum drying oven temperature is 60~180 DEG C.
CN201610592143.5A 2016-07-25 2016-07-25 High temperature resistant blue-light absorbers of specific absorption wavelength and preparation method thereof Pending CN106220561A (en)

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CN201610592143.5A CN106220561A (en) 2016-07-25 2016-07-25 High temperature resistant blue-light absorbers of specific absorption wavelength and preparation method thereof

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CN201610592143.5A CN106220561A (en) 2016-07-25 2016-07-25 High temperature resistant blue-light absorbers of specific absorption wavelength and preparation method thereof

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110372586A (en) * 2019-06-18 2019-10-25 广东省测试分析研究所(中国广州分析测试中心) A kind of ultraviolet blue-light absorbers and preparation method thereof that wavelength is controllable

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA1032807A (en) * 1973-05-07 1978-06-13 Wendell F. Smith (Jr.) Stabilized dyes
JPH03118365A (en) * 1989-09-29 1991-05-20 Kawasaki Steel Corp Production of quinophthalone compound from tar base oil
US5278693A (en) * 1992-01-13 1994-01-11 Gentex Corporation Tinted solution-phase electrochromic devices
US5468862A (en) * 1994-04-25 1995-11-21 Warner-Jenkinson Company Synthesis of Solvent Yellow 33 (D & C Yellow 11) with excess phthalic anhydride acid as a solvent
CN103073919A (en) * 2013-02-05 2013-05-01 上海煦旻化工科技发展有限公司 Solvent yellow 33
CN104744969A (en) * 2015-03-13 2015-07-01 南通恒盛精细化工有限公司 Preparation method for mixed-crystal type yellow disperse dye with controllable mixing ratio

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA1032807A (en) * 1973-05-07 1978-06-13 Wendell F. Smith (Jr.) Stabilized dyes
JPH03118365A (en) * 1989-09-29 1991-05-20 Kawasaki Steel Corp Production of quinophthalone compound from tar base oil
US5278693A (en) * 1992-01-13 1994-01-11 Gentex Corporation Tinted solution-phase electrochromic devices
US5468862A (en) * 1994-04-25 1995-11-21 Warner-Jenkinson Company Synthesis of Solvent Yellow 33 (D & C Yellow 11) with excess phthalic anhydride acid as a solvent
CN103073919A (en) * 2013-02-05 2013-05-01 上海煦旻化工科技发展有限公司 Solvent yellow 33
CN104744969A (en) * 2015-03-13 2015-07-01 南通恒盛精细化工有限公司 Preparation method for mixed-crystal type yellow disperse dye with controllable mixing ratio

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Title
MARKUS GEISSEN,等: "From High-Throughput Cell Culture Screening to Mouse Model: Identification of New Inhibitor Classes against Prion Disease", 《CHEMMEDCHEM》 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110372586A (en) * 2019-06-18 2019-10-25 广东省测试分析研究所(中国广州分析测试中心) A kind of ultraviolet blue-light absorbers and preparation method thereof that wavelength is controllable
CN110372586B (en) * 2019-06-18 2020-10-23 广东省测试分析研究所(中国广州分析测试中心) Wavelength-controllable ultraviolet blue light absorbent and preparation method thereof

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Application publication date: 20161214