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A kind of preparation method of imine water-removing agent

A technology of water agent and imine, which is applied in the field of preparation of imine water remover, can solve the problems of high crosslinking degree, poor coating performance, high consumption, etc., achieve stable storage performance, obvious physical properties, and realize way simple effect

Active Publication Date: 2019-08-06
SHANDONG YIHANG NEW MATERIAL TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The dewatering agent prepared by this method can only be used in polyurethane systems, not in epoxy resin systems, and amino alcohols react with isocyanates to form urethane bonds at one end and urea bonds at the other end, resulting in poor coating performance.
[0005] Patent CN104004441A discloses a one-component epoxy primer and a preparation method thereof. The curing agent prepared by it belongs to the ketimine class. This method adopts unblocked diamine as the initial reactant of the epoxy curing agent. The consumption of ketone is too much, and there are problems of high cost and slow curing speed
At the same time, the cross-linking of primary amine curing agent and epoxy resin is too large after the reaction, which will affect the performance of the coating.
[0006] The imine bond is extremely unstable to water, it can absorb the moisture in the system or the air to decompose, so the imine compound can be used as a water remover for polyurethane and epoxy materials; at the same time, the corresponding amine is produced when the imine reacts with water, Amines can react with isocyanate groups in polyurethane materials and epoxy groups in epoxy resin materials to play a role in crosslinking and curing. Therefore, imine water removers can be used as one-component polyurethane materials and one-component It is a curing agent for epoxy resin materials, but the existing technology cannot provide a complete set of preparation methods for imine water scavenger. As a technician in this industry, it is very necessary to make a breakthrough in this technology to achieve Preparation and use of water

Method used

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  • A kind of preparation method of imine water-removing agent

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Step 1. Add 228g of cyclohexanediamine (2 moles) in a 500ml three-neck flask equipped with a stirrer, thermometer, condenser and constant pressure funnel, and add 53g of acrylonitrile (1 mole) dropwise to the system through the constant pressure funnel within 1h. ), control the dropping temperature at 30±2°C, continue stirring for 1 h after the dropping, and remove excess cyclohexanediamine by vacuum distillation to obtain N-propionitrile-cyclohexanediamine;

[0020] Step 2. Add 167g of N-propionitrile-cyclohexanediamine (1 mole) prepared in step 1 to a 500ml three-neck flask equipped with a stirrer, thermometer, condenser and constant pressure funnel, and enter the system through the constant pressure funnel for 2h Add 120g (1 mole) of acetophenone dropwise to the medium, control the dropping temperature at 35±2°C, continue stirring for 1h after the dropping, and remove the generated water by vacuum distillation to obtain the desired imine water-removing agent. Keep ai...

Embodiment 2

[0022] Step 1, add 148g of 1,2-propanediamine (2 moles) in a 500ml three-neck flask equipped with a stirrer, thermometer, condenser and constant pressure funnel, and drop 2-butane into the system through the constant pressure funnel within 1h Acrylonitrile 67g (1 mole), control the dropwise addition temperature at 30±2°C, continue to stir for 1h after the dropwise addition, and remove excess 1,2-propylenediamine by vacuum distillation to obtain N-butyronitrile-1,2 Propylenediamine;

[0023] Step 2, in the 500ml there-necked flask that stirrer, thermometer, condenser and constant pressure funnel are equipped with, add the N-butyronitrile-1 that 141g step 1 makes, 2 propanediamine (1 mole), through constant pressure funnel Add 72g (1 mole) of n-butyraldehyde dropwise to the system within 2h, control the dropping temperature at 35±2°C, continue stirring for 1h after the dropwise addition, remove the generated water by vacuum distillation, and obtain the desired imine dehydration ...

Embodiment 3

[0025] The imine water-removing agent prepared by example 1 and example 2 is applied to polyurethane waterproof coating, and the specific reference formula (parts by mass) and operation steps are as follows:

[0026] Table 1 One-component polyurethane waterproof coating formula

[0027] Polyether 2000 140 Polyether 3050 60 Dispersant KH550 0.4 Chlorinated Paraffin 52 100 Kaolin 140 Heavy calcium (800 mesh) 320 TDI 34 No. 120 solvent 120 Organotin 0.7 The dewatering agent that embodiment 1 prepares 17.5 The dewatering agent that embodiment 2 prepares 13

[0028] Add polyether, dispersant, chlorinated paraffin 52 to a three-necked flask and heat to 120-130°C, slowly add kaolin and heavy calcium, vacuum dehydrate at 120-130°C for 2 hours, add TDI and solvent when the temperature is lowered to 90°C, 80°C React for 2 hours, add organotin and continue to react at 80°C for 1 hour, divide the reacted liquid into...

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Abstract

The invention discloses a preparation method of an imide dewatering agent. The preparation method includes following steps: step 1, enabling an olefin organic compound containing nitrile group to react with excessive diamine according to a certain proportion, and removing excessive diamine after reaction is finished to obtain diamine with one end terminated by nitrile alkane; step 2, enabling a product obtained in the step 1 to react with aldehyde or ketone compound, and removing generated water to obtain the imide dewatering agent. Corresponding amine obtained after the imide dewatering agent obtained by the method is decomposed when encountering water can react with isocyanato to generate a double-urea-bond structure, and the imide dewatering agent has excellent physical performance no matter serving as waterproof paint and a sealant and an adhesive, so that the imide dewatering agent obtained by the preparation method has the advantages of low cost, stable storage performance, high dewatering speed and capability of obviously improving material physical performance. To sum up, the preparation method is an ideal preparation method of the imide dewatering agent.

Description

technical field [0001] The invention belongs to the technical field of organic compound synthesis, and in particular relates to a preparation method of an imine water-removing agent. Background technique [0002] Polyurethane materials have good toughness, wear resistance, adhesion and aging resistance, and are widely used in the fields of waterproof coatings, sealants and adhesives. Polyurethane materials can be divided into single-component polyurethane materials and two-component polyurethane materials according to components, and two-component polyurethane materials are commonly used forms. Compared with two-component polyurethane materials, one-component polyurethane materials have the advantages of simple construction, convenient operation, controllable curing speed, and products are not easy to foam. Or the water in the air reacts to produce a large number of bubbles, which affects the physical properties of the material. Therefore, choosing a suitable water remover ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C253/30C07C255/24C09D7/63C09D163/00C09D175/08
CPCC07C253/30C09D163/00C09D175/08C07C255/24C08L91/06C08K13/02C08K5/315
Inventor 季宝赵景峰
Owner SHANDONG YIHANG NEW MATERIAL TECH
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