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

A technology of fluorene phosphate acrylate and oligomer, which is applied in the field of photocurable coatings, can solve the problem that photocurable coatings cannot have both heat-resistant optical properties and high flame retardancy, and achieves good flame retardancy and high transparency. The effect of stability and low expansion coefficient

Active Publication Date: 2018-09-11
ZHANGJIAGANG KANGDE XIN OPTRONICS MATERIAL
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  • Summary
  • 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 acrylate oligomer containing fluorene phosphate, its preparation method and photocurable coating including it, to solve the problem that photocurable coatings in the prior art cannot have both heat resistance and excellent optical properties , high flame retardancy and no migration of small molecule flame retardants

Method used

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

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preparation example Construction

[0037] According to another aspect of the present invention, there is also provided a method for preparing an acrylate oligomer containing fluorene phosphate, which includes the following steps: polymerizing compound A, compound B and phosphorus oxychloride to obtain fluorene phosphate containing Acrylate oligomer; wherein compound A has the structure shown in formula II, and compound B has the structure shown in formula III:

[0038]

[0039] In formula II and formula III, R 1 , R2 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.

[0040] In the oligomer prepared by the above method, the bisphenol fluorene skeleton and phosphorus element are simultaneously introduced into the molecular chain, which not only utilizes the high heat resistance, high transparency, high refractive index, and Excellent properties such as low expansion coefficient, and the introducti...

Embodiment 1

[0059] The preparation method that contains fluorene phosphate acrylate oligomer is as follows:

[0060] A. 395g (0.5mol) has the alcohol (compound A of formula II formula structure, buys from Huanghua Xinnuo Lixing Fine Chemical Co., Ltd.) (wherein R 1 , R 2 are hydrogen atoms, n 1 is 5, n 2 Value is 5) and 101g triethylamine (1mol) is dissolved in 500g toluene;

[0061] B. Slowly drip the mixed solution obtained in step A into 153.5g (1mol) of phosphorus oxychloride for reaction, control the reaction temperature to be 40°C, and the reaction time is 2h to obtain the first product system;

[0062] C. 232g (2mol) has the compound of formula III structure (compound B, Jiangsu Yinyan Chemical Co., Ltd. purchases) (R 3 is a hydrogen atom, n 3 After the value of 2) and 202g triethylamine (2mol) are completely mixed, slowly dropwise added to the first product system, the reaction temperature is controlled at 40°C, and the reaction time is 2h to obtain the second product system;...

Embodiment 2

[0066] The preparation method that contains fluorene phosphate acrylate oligomer is as follows:

[0067] A. 219g has the alcohol of formula II formula structure (purchase from Xinnuo Lixing Fine Chemical Co., Ltd., Huanghua City) (wherein R 1 , R 2 are hydrogen atoms, n 1 is 1, n 2 Value is 1) and 101g triethylamine is dissolved in 1000g methylene chloride;

[0068]B. Slowly drip the mixed solution obtained in step A into 153.5g of phosphorus oxychloride for reaction, control the reaction temperature to be 50°C, and the reaction time is 3h to obtain the first product system;

[0069] C. 232g has the compound of formula III structure (Jiangsu Yinyan Chemical Co., Ltd. purchases) (R 3 is a hydrogen atom, n 3 After the value of 2) and 202g of triethylamine are mixed completely, it is slowly added dropwise to the first product system, the reaction temperature is controlled at 50°C, and the reaction time is 2h to obtain the second product system;

[0070] D. According to the ...

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Abstract

The invention provides a fluorene-containing phosphate acrylate oligomer, a preparation method thereof, and a photocurable coating comprising the oligomer. The fluorene-containing phosphate acrylate oligomer has a structure represented by formula I; and in the formula I, R1, R2 and R3 are respectively independently selected from hydrogen and a C1-C8 alkyl group, the sum of n1 and n2 is an integerin a range of 2-30, and n3 is an integer in a range of 1-20. A fluorene-9-bisphenol skeleton and a phosphorus element are simultaneously introduced into the oligomer, so the excellent characteristicsof the fluorene-9-bisphenol skeleton are used; and the phosphorus element is introduced to the chain structure of a polymer material, so the polymer material has good flame retardancy, and also has the characteristics of small mobility, good durability and low toxicity. The oligomer makes the photocurable coating have the advantages of high heat resistance, high transparency, high refractive indexand low expansion coefficient when applied to the photocurable coating, and also has the advantages of good flame retardancy, no migration of a small molecular flame retardant, good flame retardancyand low toxicity.

Description

technical field [0001] The invention relates to the technical field of photocurable coatings, in particular to an acrylate oligomer containing fluorene phosphate, a preparation method thereof and a photocurable coating comprising the same. Background technique [0002] The inclusion of bisphenol 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. Pat...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/09C09D5/18C09D4/02
CPCC07F9/091C09D4/00C09D5/18
Inventor 周东王海龙丁清华
Owner ZHANGJIAGANG KANGDE XIN OPTRONICS MATERIAL