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Waterborne naphthalimide fluorescent polymer emulsion and preparation method thereof

A technology of fluorescent polymer and naphthalimide, applied in the chemical industry, can solve the problems of limited whitening effect of non-aqueous emulsion polymer, limited fluorescent whitening effect of polymer, fluorescence quenching, etc., and achieve high paper whitening. and yellowing inhibition effect, inhibiting paper yellowing and improving stability

Active Publication Date: 2018-08-24
SHAANXI UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, such fluorescent monomers containing double bonds contain a lot of electron-withdrawing groups, which will cause fluorescence quenching in the polymerization process of the free radical polymerization mechanism, so under the premise of ensuring relatively high luminous efficiency, it is necessary to use as few The use of fluorescent monomers leads to a low content of the chromophore of the naphthalimide substance in the polymer, which limits the fluorescent whitening effect of the polymer
At present, because naphthalimide fluorescent whitening agents are mostly small molecules, it is used as a reagent for paper yellowing inhibition treatment, and the steps in application are cumbersome, and the obtained non-aqueous emulsion polymer still has limited whitening effect. insufficient

Method used

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  • Waterborne naphthalimide fluorescent polymer emulsion and preparation method thereof
  • Waterborne naphthalimide fluorescent polymer emulsion and preparation method thereof
  • Waterborne naphthalimide fluorescent polymer emulsion and preparation method thereof

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preparation example Construction

[0032] The preparation process of the above-mentioned naphthalimide fluorescent small molecules is as follows, which can be referred to (Guo Jinge, Zhang Guanghua, Xu Hailong, etc. Research on the inhibition of yellowing of water-soluble ultraviolet absorbers and naphthalimide fluorescent whitening agents [ J]. China Paper, 2012,31(10):24-28.):

[0033] React 4-bromo-1,8-naphthalene anhydride with ethanolamine (molar ratio 1:1-1:1.5) at 60-80°C for 4-6h, and then react the reaction product with sodium ethylate (molar ratio 1:1-1 : 1.5) react for 4-6h (50-70°C), vacuum filter after the reaction, wash with deionized water, and dry to constant weight at 40°C to obtain naphthalimide fluorescent small molecule (formula I), see figure 1 .

[0034] The preparation method of the above-mentioned double bonded functional monomer is as follows:

[0035]Dissolve 0.01mol 2,4-dihydroxy-benzophenone or 2,2,6,6-tetramethylpiperidinamine in 40mL of dichloromethane, place in a three-necked fl...

Embodiment 1

[0037] Weigh 0.008mol of naphthalimide fluorescent small molecule into a 250mL three-neck flask, add 40mL of dichloromethane, and stir for 30min under ice bath conditions to fully dissolve the naphthalimide fluorescent small molecule, and then slowly drop an appropriate amount of acryloyl chloride ( The molar ratio of naphthalimide fluorescent small molecule to acryloyl chloride = 1:1.2), continue to stir for 30 minutes to make it evenly dispersed, heat up to 45°C, reflux with a straight condenser tube, and react overnight in the dark. A clear yellow liquid was obtained, and after rotary evaporation and drying (at a temperature of 40-45° C.), yellow needle-like crystals were obtained, i.e. small molecule fluorescent monomers (formula II), such as figure 1 shown.

[0038] Weigh 0.3g of cetyltrimethylammonium bromide (CTMAB) and dissolve it in 25mL of water, stir evenly, place in a three-necked flask, then slowly raise the temperature to 70°C, dissolve 0.3g of small molecule flu...

Embodiment 2

[0050] Weigh 0.008mol of naphthalimide fluorescent small molecule into a 250mL three-necked flask, add 40mL of dichloromethane, stir vigorously in ice bath for 30min, then slowly add appropriate amount of acryloyl chloride (naphthalimide fluorescent small molecule and acryloyl chloride Molar ratio = 1:1.2), continue to stir for 30 minutes, heat up to 45°C, reflux with a straight condenser tube, and react overnight in the dark to obtain a clear yellow liquid, which is dried by rotary evaporation (at a temperature of 40-45°C) to obtain yellow Needle-like crystals, that is, small molecule fluorescent monomers.

[0051] Weigh 0.2g of cationic emulsifier cetyltrimethylammonium bromide CTMAB and OP-10 (mass ratio is 3:5) dissolved in 25mL of water, stir evenly, place in a three-necked flask, then slowly heat up to 70°C , Add 0.1-0.3g of small molecule fluorescent monomer, 0.1-0.3g of 2,4-dihydroxy-benzophenone monomer with double bond and 5g of styrene into the three-necked flask, a...

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Abstract

The invention provides a waterborne naphthalimide fluorescent polymer emulsion and a preparation method thereof. The preparation method comprises the following steps of treating naphthalimide micromolecules, so as to obtain a fluorescent monomer containing double bonds; adding the fluorescent monomer, styrene, a functional monomer after double bonding treatment, a water-soluble monomer, an emulsifier and the like into a system, polymerizing at the temperature of 60 to 70 DEG C, and reacting for 6 to 10h under the nitrogen protection atmosphere, so as to obtain the waterborne polymer emulsion with the fluorescent characteristic. The prepared waterborne naphthalimide fluorescent polymer emulsion has the characteristics that the waterborne property is good, the bonding property with paper isgood, the whitening-enhancing and anti-yellowing properties are realized, and the mechanical strength of the paper is improved.

Description

technical field [0001] The invention belongs to the field of chemical industry and relates to a water-based fluorescent polymer emulsion, in particular to a preparation method of a water-based naphthalimide fluorescent polymer emulsion used on the surface of paper. Background technique [0002] The scope of application of 1,8-naphthalimide fluorescent compounds is quite wide. Such substances have been used as fluorescent whitening agents or fluorescent dyes in polyamides, polyesters, and acetate fibers as early as the 1970s. Whitening of the product. In recent years, with the development of science and technology, the application of 1,8-naphthoimide fluorescent materials in other high-tech functions has become the focus of research by researchers, and the results emerge in endlessly, mainly including high-tech fields such as fluorescence detection. Needles, molecular switches, solar concentrators, organic light-emitting diodes, solar converters, fluorescent sensors, liquid ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F220/56C08F220/58C08F212/08C08F220/36C08F2/28
CPCC08F2/28C08F212/08C08F220/56C08F220/36C08F220/58
Inventor 张光华吕彤
Owner SHAANXI UNIV OF SCI & TECH
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