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Fluorene-containing phenylphosphonate acrylate oligomer, preparation method thereof and photocurable coating comprising same

A technology of acrylate and phenylphosphonate, which is applied in fireproof coatings, chemical instruments and methods, compounds of Group 5/15 elements of the periodic table, etc., to achieve good flame retardancy, good heat resistance, and low expansion coefficient Effect

Active Publication Date: 2020-09-29
ZHANGJIAGANG KANGDE XIN OPTRONICS MATERIAL
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The main purpose of the present invention is to provide a kind of fluorene-containing phenylphosphonate acrylate oligomer, its preparation method and its photocurable coating, to solve the problem that the photocurable coating in the prior art cannot have both excellent optical properties , high flame retardancy and no migration of small molecule flame retardants

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  • Fluorene-containing phenylphosphonate acrylate oligomer, preparation method thereof and photocurable coating comprising same
  • Fluorene-containing phenylphosphonate acrylate oligomer, preparation method thereof and photocurable coating comprising same
  • Fluorene-containing phenylphosphonate acrylate oligomer, preparation method thereof and photocurable coating comprising same

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preparation example Construction

[0035] According to another aspect of the present invention, there is also provided a method for preparing a fluorene-containing phenylphosphonate acrylate oligomer, which includes the following steps: polymerizing compound A, compound B and phenylphosphonic dichloride, A fluorene-containing phenylphosphonate acrylate oligomer is obtained; wherein compound A has a structure shown in formula II, and compound B has a structure shown in formula III:

[0036]

[0037] In formula II and formula III, R 1 , R 2 and R 3 independently selected from hydrogen or C 1 ~C 8 the alkyl group; n 1 and n 2 The sum is an integer from 2 to 30; n 3 It is an integer from 1 to 20.

[0038]In the oligomer prepared by the above method, the fluorene-based skeleton and phosphorus element are introduced into the structure at the same time, which not only utilizes the high heat resistance, high transparency, high refractive index, and low expansion coefficient of the fluorene-based skeleton. pr...

Embodiment 1

[0056] A. 395g (0.5mol) has the alcohol (compound A of formula II formula structure, Huanghua Xinnuo Lixing Fine Chemical Co., Ltd. to buy, R 1 , R 2 are hydrogen atoms, n 1 is 5, n 2 Value is 5) and 101g triethylamine (1mol) is dissolved in 800g methylene chloride;

[0057] B. Slowly drip the mixed solution obtained in step A into 195g (1mol) phenylphosphonic dichloride, control the reaction temperature to be 30°C, and the reaction time is 2h to obtain the first product system;

[0058] C. 130g (1mol) has the compound of formula III structure (compound B, Shanghai Yongzheng Chemical Co., Ltd., R 3 is methyl, n 3 The value of 2) and 101g of triethylamine (1mol) are mixed completely, slowly dropwise added to the first product system, the reaction temperature is controlled at 30°C, and the reaction time is 2h, to obtain the second product system;

[0059] D. After the second product system was filtered, it was washed with water to neutrality, and the oil phase product was c...

Embodiment 2

[0062] A. 219g (0.5mol) has the alcohol of formula II formula structure (compound A, R 1 , R 2 are hydrogen atoms, n 1 is 1, n 2 A value of 1) was dissolved in 1000 g of dichloromethane with 101 g of triethylamine (1 mol).

[0063] B. Slowly drop the mixed solution obtained in step A into 195g (1mol) of phenylphosphonic dichloride, control the reaction temperature to be 35°C, and the reaction time to be 3h to obtain the first product system;

[0064] C. 116g (1mol) has the compound of formula III structure (compound B, R 3 is a hydrogen atom, the value of n3 is 2) and 101g of triethylamine are mixed completely, then slowly added dropwise to the first product system, the reaction temperature is controlled at 35°C, and the reaction time is 2h to obtain the second product system;

[0065] D. The second product system was washed with water until neutral, and the oil phase product was collected by static layering, and the low boiling point solvent was evaporated to obtain the t...

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Abstract

The invention provides a fluorene-containing phenylphosphinate acrylate oligomer, a preparation method thereof and a photocureable coating with the same. The fluorene-containing phenylphosphinate acrylate oligomer is of a structure shown as the formula I. In the formula I, R1, R2 and R3 are selected from hydrogen or C1-C8 alkyl independently; the sum of n1 and n2 is an integer of 2-30; n3 is an integer of 1-20. A fluorene-series framework and phosphorus are added into the oligomer, excellent properties of the fluorene-series framework, such as high heat resistance, high transparency, high refection index and low expansion coefficient are utilized, and the phosphorus is introduced to the chain structure of high polymer materials, so that the oligomer has high flame resistance as the high polymer materials and the advantages of low mobility, high durability and low toxicity. When the oligomer is applied to the photocureable coating, the photocureable coating can have the advantages of high heat resistance, excellent optical performance, high fire resistance, non-existence of migration of micromolecular fire retardants, and the like.

Description

technical field [0001] The invention relates to organic synthesis, in particular to a fluorene-containing phenylphosphonate acrylate oligomer, a preparation method thereof and a photocurable coating comprising the same. Background technique [0002] The inclusion of fluorene-based skeleton in the polymer can make the polymer have excellent properties such as high heat resistance, high transparency, high refractive index, and low expansion coefficient. In order to take advantage of these excellent properties of fluorene skeleton compounds, unsaturated bond compounds can undergo esterification and addition reactions with compounds containing fluorene skeletons to form oligomers or monomers with structures such as carbon-carbon double bonds. For example: patent document CN100564349C discloses the improvement of polymer compounds containing fluorene skeleton, which is prepared by reacting polyhydric alcohol with acrylic acid or its derivatives. The patent document CN103980472B ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/40C09D4/02C09D5/18
CPCC07F9/4021C07F9/4075C09D4/00C09D5/18
Inventor 王海龙周东丁清华
Owner ZHANGJIAGANG KANGDE XIN OPTRONICS MATERIAL