Indene-fused 2H-naphtho-[2,1-b]pyran photochromic compound and preparation method thereof

A compound, a color-causing technology, applied in chemical instruments and methods, color-changing fluorescent materials, organic chemistry, etc., can solve the problem of insufficient color and achieve the effect of fast fading rate, wide application prospect and high reaction yield
CN110295037APending Publication Date: 2019-10-01NANKAI UNIV
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
NANKAI UNIV
Publication Date
2019-10-01

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Abstract

The invention provides an indene-fused 2H-naphtho-[2,1-b]pyran photochromic compound and a preparation method thereof. The molecular formula of the compound is shown in a formula I, wherein R1 and R2are hydrogen, straight-chain or branched-chain alkyl groups containing 1-6 carbon atoms, straight-chain or branched-chain alkoxy groups containing 1-6 carbon atoms, straight-chain or branched-chain halogenated alkyl groups or halogenated alkoxy groups, substituted by at least one halogen atom, corresponding to the alkyl groups and the alkoxy groups respectively, phenyl groups or substituted phenylgroups, halogen, NH2 and <->NHR. The preparation method of the compound comprises the steps that 2-methoxycarbonylphenylboronic acid pinacol ester and 4-bromine-2-naphthol are subjected to a couplingreaction, a Grignard reagent addition reaction and a cyclization reaction to obtain an intermediate 7,7-dialkyl-7H-benzo-[c]fluorene-6-phenol, and then the intermediate and 1,1-(diaryl)-2-allylene-1-ol generate I under the acid catalysis. The synthesis of the photochromic compound I has the advantages that the steps are few, the reaction conditions are mild, the operation is simple, and the reaction yield is high, a color body of the photochromic compound I is yellow or orange, and the photochromic compound I has the advantages of good fatigue resistance and high color ratio.
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Description

technical field

[0001] The invention relates to the field of organic photochromic materials, in particular to a preparation method of an indene-fused ring 2H-naphtho[2,1-b]pyran photochromic compound Background technique

[0002] Photochromism means that the molecular structure of certain compounds will change under the irradiation of light of a certain wavelength, resulting in obvious changes in their absorption spectrum, accompanied by color changes. Under the irradiation of another wavelength of light or heat, it will return to its original state. Photochromism is a reversible chemical change. Photochromic materials have a wide range of applications in optical information storage materials, anti-counterfeiting identification, photochromic paint inks, color-changing clothing, and color-changing glasses.

[0003] Organic photochromic compounds mainly include azobenzene, fulgid anhydride, diarylethene, spirooxazine, spiropyran, and naphthopyran. Among them, the photochrom...

Claims

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