CN102399156A

CN102399156A - Synthesis of quinone derivative with strong fluorescence

Info

Publication number: CN102399156A
Application number: CN2011103886843A
Authority: CN
Inventors: 张海燕; 曹昌盛; 贺盼
Original assignee: XUZHOU YUJIA MEDICAL TECHNOLOGY CO LTD
Current assignee: XUZHOU YUJIA MEDICAL TECHNOLOGY CO LTD
Priority date: 2011-11-30
Filing date: 2011-11-30
Publication date: 2012-04-04

Abstract

The invention provides a synthesis of quinone derivative with strong fluorescence; the synthesis method comprises the following steps of weighing raw materials (4) of palladium acetate and phosphorus ligands with a catalytic amount and excessive sodium tert-butoxide in a 25 ml flask from a glove box, adding anhydrous and oxygen-free ortho-xylene with a proper amount in the mixture; heating the mixture to 145 DEG C under the protection of argon, after the mixture is refluxed, using ortho-xylene to dilute parachlorotoluene and slowly adding the diluted parachlorotoluene in the reaction system drop by drop, and performing a reaction under a temperature of 145 DEG C; after the reaction is finished, cooling the reactant to a room temperature, adding 1 gram of active clay in the reactant, agitating the mixture, filtering the active clay, distilling the mixture under a reduced pressure to remove the ortho-xylene and parachlorotoluene, adding 15 ml of cyclohexane in the dissolved sample, adding 1 gram of active clay dehydrated in 20 ml of cyclohexane in the dissolved sample, agitating the mixture for 15 minutes at 70 DEG C, filtering the active clay, and repeating the step twice, heating and condensing the mixture, and then adding absolute ethyl alcohol, separating out light yellow crystals, and drying the mixture in a reduced pressure at 70 DEG C, and obtaining the quinine derivative product. The quinine derivative with strong fluorescence provided by the invention can be prepared.

Description

A kind of have synthesizing of hyperfluorescence property phenanthrenequione verivate

Technical field

The present invention relates to a kind of the synthetic of hyperfluorescence property phenanthrenequione verivate that have, relate in particular to a kind of N, N ^,-two (4-aminomethyl phenyl)-N, N ^,-two (4-n-butylphenyl)-9, what the 10-diamino-was luxuriant and rich with fragrance synthesizes, and this material can be used for the preparation of green ink on the color printer.

Background technology

At present, do not have specifically about the synthetic document of this compound, and this compound is the staple of green ink on the color printer.

Summary of the invention

The invention describes a kind of hyperfluorescence property phenanthrenequione verivate N that has, two (4-the aminomethyl phenyl)-N of N-, two (the 4-n-butylphenyl)-9 of N-, what the 10-diamino-was luxuriant and rich with fragrance synthesizes.With 2-(dicyclohexyl phosphino-) biphenyl and palladium is catalyzer, and sodium tert-butoxide is an alkali, and anhydrous o-Xylol is a solvent, and 4-Chlorotoluene 99.5 and compound 4 are done raw material, and reaction yield can reach 76%.

Embodiment:

Reaction formula is:

The preparation process:

In glove box, take by weighing the raw material (4) of 2.38g (0.005mol), 0.02245g (0.0001mol) palladium, 0.14g (0.0004) phosphorus part, 1.92g (0.02mol) sodium tert-butoxide are in the flask of 25ml, and the o-Xylol of getting the 15ml anhydrous and oxygen-free injects said mixture; Under argon shield; After being heated to 145 ° of C backflows, get 1.60g (0.013mol) 4-Chlorotoluene 99.5, dilute with the 8ml o-Xylol; Dropwise join in the reaction system reaction 4h under 145 ° of C slowly.

Reaction is cooled to room temperature after finishing, and adds a gram activated clay, stirs; After filter activity clay, underpressure distillation were removed o-Xylol and 4-Chlorotoluene 99.5, the 15ml hexanaphthene added sample dissolution, added after 1 gram activated clay dewaters in the 20ml hexanaphthene; 70 degree stir after 15 minutes down, filter out activated clay, repeat twice, and heating concentrates; Add absolute ethyl alcohol then, separate out light yellow crystal after, 70 the degree under drying under reduced pressure get product.Reaction yield can reach 76%.

Claims

1. one kind has the synthetic of hyperfluorescence property phenanthrenequione verivate, it is characterized in that: in glove box, take by weighing raw material (4), the palladium of catalytic amount and phosphorus part, big excessive sodium tert-butoxide are in the flask of 25ml; The o-Xylol of getting an amount of anhydrous and oxygen-free injects said mixture, under argon shield, is heated to after 145 ° of C reflux; Get 4-Chlorotoluene 99.5; With the o-Xylol dilution, dropwise join in the reaction system reaction 4h under 145 ° of C slowly; Reaction is cooled to room temperature after finishing, and adds a gram activated clay, stirs; After filter activity clay, underpressure distillation were removed o-Xylol and 4-Chlorotoluene 99.5, the 15ml hexanaphthene added sample dissolution, added after 1 gram activated clay dewaters in the 20ml hexanaphthene; 70 degree stir after 15 minutes down, filter out activated clay, repeat twice, and heating concentrates; Add absolute ethyl alcohol then, separate out light yellow crystal after, 70 the degree under drying under reduced pressure get product; Make and have the synthetic of hyperfluorescence property phenanthrenequione verivate,

The reaction equation of title product is:

Figure 2011103886843100001DEST_PATH_IMAGE002

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