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Terminal alkenyl unsaturated acid/ester polyoxyalkyl ether, and preparation method and use thereof

An ester polyoxyalkyl ether, unsaturated technology, applied in the field of polyoxyalkyl ether and its preparation, can solve the problems of product separation and refining difficulties, increase production cost, increase the complexity of production process, etc., and achieve the reduction of process steps , Saving raw materials, exempting the effect of separation operation

Inactive Publication Date: 2014-06-18
LIAONING OXIRANCHEM INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This all brings difficulties to the separation and purification of the product, increases the complexity of the production process, and inevitably increases the production cost.

Method used

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  • Terminal alkenyl unsaturated acid/ester polyoxyalkyl ether, and preparation method and use thereof
  • Terminal alkenyl unsaturated acid/ester polyoxyalkyl ether, and preparation method and use thereof
  • Terminal alkenyl unsaturated acid/ester polyoxyalkyl ether, and preparation method and use thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Add 60.00g hydroxyethyl methacrylate, 0.24g KOH catalyst and 0.49g p-hydroxyanisole polymerization inhibitor into the autoclave, heat up to 60°C, add 182.57g ethylene oxide, and control the reaction temperature to 80- 90°C, the reaction pressure is 0.3MPa. After the addition of ethylene oxide, continue the reaction until the reaction pressure no longer drops, stop heating, cool the material to 60-70°C and discharge, to obtain the final ethylenically unsaturated acid / ester polyoxyalkyl ether product.

[0044]According to GPC analysis (30° C., using polyethylene glycol as a standard product to convert the molecular weight), the number average molecular weight of the product is 510.09 g / mol, and the weight average molecular weight is 580.42 g / mol. DAWN HELEOS Ⅱ produced by Wyatt Company was used for the determination, and OHpak SB-802.5HQ gel chromatographic column produced by Shodex Company was used. In the following examples, when measuring at 30°C, it is all carried ou...

Embodiment 2

[0048] Add 60.00g hydroxyethyl methacrylate and 0.92g potassium methylate catalyst and 0.46g / 0.46g hydroquinone / p-hydroxyanisole polymerization inhibitor into the autoclave, heat up to 60°C, add 401.11g epoxy Propane, control the reaction temperature to 90-100°C, and the reaction pressure to 0.3MPa. After the addition of propylene oxide, continue the reaction until the reaction pressure no longer drops, stop heating, cool the material down to 60-70°C and discharge, to obtain the final ethylenically unsaturated acid / ester polyoxyalkyl ether product.

[0049] According to GPC analysis, the number average molecular weight of the product was 956.36 g / mol, and the weight average molecular weight was 1188.48 g / mol.

[0050] NMR spectrum measurement shows that the terminal ethylenically unsaturated acid / ester polyoxyalkyl ether has a structure as shown in formula (2).

[0051]

Embodiment 3

[0053] Add 60.00g of hydroxyethyl methacrylate, 2.78g of KOH catalyst and 4.64g of hydroquinone polymerization inhibitor into the autoclave, raise the temperature to 60°C, add 466.57g of ethylene oxide, and control the reaction temperature at 100-110°C , the reaction pressure is 0.3MPa. After the addition of ethylene oxide, continue the reaction until the reaction pressure no longer drops, then add 401.11 g of propylene oxide, control the reaction temperature to 90-100° C., and the reaction pressure to 0.4 MPa. After the addition of propylene oxide, continue the reaction until the reaction pressure no longer drops, stop heating, cool the material down to 60-70°C and discharge, to obtain the final ethylenically unsaturated acid / ester polyoxyalkyl ether product.

[0054] According to GPC analysis, the number average molecular weight of the product is 1929.82 g / mol, and the weight average molecular weight is 2294.52 g / mol.

[0055] NMR spectrum measurement shows that the termina...

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Abstract

The invention discloses a terminal alkenyl unsaturated acid / ester polyoxyalkyl ether represented by formula (I), and a preparation method and a use thereof. All symbols in the formula (I) are defined in the specification. The preparation method of the terminal alkenyl unsaturated acid / ester polyoxyalkyl ether is characterized in that addition polymerization or block polymerization of a terminal alkenyl unsaturated acid / ester substrate and oxirane and / or epoxypropane is carried out at a temperature of 70-120DEG C under a pressure 0.1-0.6MPa in the presence of a catalyst and a polymerization inhibitor to directly obtain the terminal alkenyl unsaturated acid / ester polyoxyalkyl ether, and a molar ratio of the terminal alkenyl unsaturated acid / ester substrate to oxirane and / or epoxypropane is 1:5-80. The terminal alkenyl unsaturated acid / ester polyoxyalkyl ether can be used for synthesizing concrete water reducers. The preparation method reduces the process step, and avoids a separation operation in order to save raw materials and reduce the dirt emission.

Description

technical field [0001] The present invention relates to a kind of polyoxyalkyl ether and its preparation method and application. More specifically, the present invention relates to a polyoxyalkyl ether of terminal ethylenically unsaturated acid / ester and its preparation method and application. Background technique [0002] The terminal ethylenically unsaturated acid / ester polyoxyalkyl ether is an important macromonomer for the synthesis of new functional materials. The amphiphilic comb polymer obtained by the copolymerization of this monomer can be used for high-efficiency water reduction in polycarboxylic acid systems. agents and many other uses. [0003] CN 101585900 discloses a method for synthesizing a high-performance water reducer for polycarboxylate concrete. In this method, polyethylene glycol monomethyl ether and methacrylic acid (or ester) are esterified in an organic solvent first, and then a polycarboxylic acid-based high-efficiency water reducer is synthesized...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G65/26C08F283/06C04B24/26C04B103/30
Inventor 朱建民刘兆滨董振鹏周立明李雪峰孟岩
Owner LIAONING OXIRANCHEM INC
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