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Terminal sulfonate type lignin polyether and its preparation method and use
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A technology of lignin polyether and terminal sulfonate, which is applied in the field of modified lignin, can solve the problems of impurity removal and high price, and achieve good water solubility, short reaction time and less side reactions
Active Publication Date: 2020-08-18
SOUTH CHINA UNIV OF TECH
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[0005] Patent CN103709409A utilizes the intermediate obtained by the reaction of polyethylene glycol and epichlorohydrin to react with alkali lignin to obtain lignin-based polyoxyethylene ether. Since both ends of polyethylene glycol can react with epichlorohydrin, poly There is a serious cross-linking phenomenon when the ethylene glycol intermediate reacts with lignin, and the obtained product contains more modified products with complex cross-linked structures, and there are few single-modified products, and the patent uses spray drying to directly The powder obtained is not only expensive, but also cannot remove impurities, and there are many disadvantages
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Embodiment 1
[0036] A preparation method of terminal sulfonate type lignin polyether, comprising the following steps:
[0037] (1) Heat 100g of allyl alkenyl polyethylene glycol (APEG-750) with a molecular weight of 750 to 62°C, melt it, and keep the temperature constant, add 1g of antimonypentafluoride catalyst to it, stir well, drop Add 8g of epichlorohydrin, and react for 1 hour after dripping to obtain the allyl alkenyl polyethylene glycol intermediate;
[0038] (2) Dissolve 60g of alkali lignin in 100ml of sodiumhydroxideaqueous solution with pH=13, heat up to 70°C, add allyl alkenyl polyethylene glycol intermediate dropwise therein, and react for 2 hours after the drop is completed, That is, lignin polyether AL-APEG (750) is obtained;
[0039](3) Add a certain amount of sulfuric acid solution to the lignin polyether AL-APEG (750), adjust the pH=6, the temperature is 75°C, then add 15g of sodiumsulfite for sulfonation, and react for 3 hours to obtain terminal sulfonate type ligni...
Embodiment 2
[0041] A preparation method of terminal sulfonate type lignin polyether, comprising the following steps:
[0042] (1) Heat 100 g of isopentenol polyethylene glycol (TPEG-1000) with a molecular weight of 1000 to 50 ° C, melt it, and keep the temperature constant, add 2 g of borontrifluorideether catalyst to it, stir well, drop Add 4g of epichlorohydrin, and react for 0.5 hours after dropping, to obtain the isopentenol polyethylene glycol intermediate;
[0043] (2) Dissolve 50 g of alkali lignin in 75 ml of aqueous sodium hydroxide solution with pH=14, heat up to 55° C., add prenyl alcohol polyethylene glycol intermediate dropwise therein, and react for 3 hours after the drop is completed, namely Obtain lignin polyether AL-TPEG (1000);
[0044] (3) Add a certain amount of sulfuric acid solution to the lignin polyether AL-APEG (1000), adjust the pH=6.2, and the temperature is 90°C, then add 12g of sodiumbisulfite for sulfonation, and react for 2 hours to obtain terminal sulfo...
Embodiment 3
[0046] A preparation method of terminal sulfonate type lignin polyether, comprising the following steps:
[0047] (1) Heat 100g of allyl alkenyl polyethylene glycol (APEG-3000) with a molecular weight of 3000 to 80°C, melt it, keep the temperature constant, add 3g of tetrabutylammonium bromide catalyst to it, and stir it evenly , add 6g of epichlorohydrin dropwise, and react for 1.5 hours after dropping to obtain the allyl alkenyl polyethylene glycol intermediate;
[0048] (2) Dissolve 100 g of alkali lignin in 400 ml of aqueous sodium hydroxide solution with pH=10, heat up to 50° C., add allyl alkenyl polyethylene glycol intermediate dropwise therein, and react for 2 hours after the drop is completed. That is, lignin polyether AL-APEG (3000) is obtained;
[0049] (3) Add a certain amount of sulfuric acid solution to the lignin polyether AL-APEG (3000), adjust the pH=4.5, and the temperature is 85°C, then add 80g of potassiumbisulfite for sulfonation, and react for 1.5h to o...
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Abstract
The invention discloses a sulfonate-terminated type lignin polyether, and a preparation method and an application thereof. The polyether has a structure as shown in a formula I which is described in the specification. In the structure of the sulfonate-terminated type lignin polyether, the macromolecular structure of an alkali lignin main body has strong hydrophobic effect and a plurality of adsorption sites, so multipoint adsorption on the surface of a particle can be realized, and an effect of anchoring adsorption is exerted; an alkenyl polyethylene glycol long chain provides a steric hindrance effect, and the surface of the particle is full of hydrophilic flexible long chains, so an adsorption film has large steric hindrance effect and elasticity, and the dispersion stabilization effectof a system is improved; and a sulfonic group is located at the outermost layer of the adsorption film, and the adsorption film located on the surface of the particle has anionic charges, so the adsorption film has large electrostatic repulsion, and the dispersion stabilization effect of the system is improved. The preparation method provided by the invention is performed at normal pressure and low temperature, is easy to operate and control, has few side reactions and little damage to a lignin structure, only needs a two-step reaction, and has short reaction time. The sulfonate-terminated type lignin polyether provided by the invention has the advantages of good water solubility, environmental protection and no toxicity.
Description
technical field [0001] The invention belongs to the field of modified lignin, and in particular relates to a terminal sulfonate type lignin polyether and its preparation method and application. In the present invention, alkali lignin is used as raw material, and epichlorohydrin-modified alkenyl polyethylene glycol is subjected to substitution reaction in alkaline aqueous solution to obtain lignin polyether, and then the double bond is sulfonated to obtain terminal sulfonate type lignin polyether. Background technique [0002] Lignin is the second largest natural renewable resource in nature and an important resource for the future of mankind. At present, the lignin that can be used industrially mainly comes from the pulp and paper industry, and is mainly divided into water-soluble lignosulfonate and insoluble alkali lignin. [0003] Lignosulfonate is currently the main form of lignin used in industry. Because its molecule contains a hydrophobic skeleton composed of phenylp...
Claims
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