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Tri-functionality urethane acrylate based on trimethylolethane/trimethylolpropane and preparation method and application of tri-functionality urethane acrylate

A technology of urethane acrylate and trimethylol ethane is applied in the field of materials, which can solve the problems of difficult control of the production process, many steps in the reaction process, gelation and the like, and achieves the effects of easy control, reduction of reaction steps and low viscosity

Active Publication Date: 2016-08-17
JIANGSU LITIAN TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the use of diisocyanate and hydroxyethyl acrylate or hydroxypropyl acrylate to prepare trifunctional polyurethane acrylate, the reaction process has many steps and is relatively cumbersome, and the production process is not easy to control, and the risk of gelation may occur due to the existence of side reactions

Method used

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  • Tri-functionality urethane acrylate based on trimethylolethane/trimethylolpropane and preparation method and application of tri-functionality urethane acrylate
  • Tri-functionality urethane acrylate based on trimethylolethane/trimethylolpropane and preparation method and application of tri-functionality urethane acrylate
  • Tri-functionality urethane acrylate based on trimethylolethane/trimethylolpropane and preparation method and application of tri-functionality urethane acrylate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] 1200 grams of trimethylolethane (CAS No. 77-85-0, molecular formula C) was dropped into a 6L autoclave 5 h 12 o 3 , molecular weight 120.147), 38 grams of sodium formate, warming up to 155 ° C, began to drop ethylene oxide (C 2 h 4 O, molecular weight 44) 2200 grams of reaction, temperature control 155 ° C ~ 165 ° C, pressure 0.2 ~ 0.6 MPa, dropwise for 3 ~ 4 hours, after the drop is completed, 155 ° C ~ 165 ° C for 2 ~ 3 hours, and then cooled to 80 ° C Below, the crude product is obtained in discharging; after adding 40 grams of activated clay to the crude product and stirring for 30 minutes, the clear and transparent trihydroxypolyether (C 15 h 32 o 8 , molecular weight 340) 3455.4 grams, structure as shown in formula (I), wherein: n=2, a+b+c=5.

[0037] In the 1000mL four-necked flask, drop into the prepared trihydroxy polyether (C 15 h 32 o 8 , molecular weight 340) 170 grams, isocyanate ethyl acrylate 211.5 grams (1.5mol), catalyst dibutyltin dilaurate 0....

Embodiment 2

[0042] 1340 grams of trimethylolpropane (CAS No. 77-99-6, molecular formula C) was dropped into a 6L autoclave 6 h 14 o 3 , molecular weight 134.1736), 60 grams of potassium formate, warming up to 155 ° C, began to drop propylene oxide (C 3 h 6 O, molecular weight 58) 3480 grams of reaction, temperature control 155 ° C ~ 165 ° C, pressure 0.2-0.6 MPa, dropwise for 3 ~ 4 hours, after the drop is completed, 155 ° C ~ 165 ° C for 2 ~ 3 hours, and then cooled to 80 ° C Below, the crude product is obtained in discharging; after adding 60 grams of activated clay to the crude product and stirring for 30 minutes, the clear and transparent trihydroxypolyether (C 24 h 50 o 9 , molecular weight 482) 4722.4 grams, structure as shown in formula (I), wherein: n=3, a+b+c=6.

[0043] In the 1000mL four-necked flask, drop into the prepared trihydroxy polyether (C 24 h 50 o 9 , molecular weight 482) 241 grams, isocyanate ethyl acrylate 210 grams (1.488mol), catalyst dibutyltin dilaurat...

Embodiment 3

[0048] The preparation method of Example 1-2 provided in Chinese patent ZL201310146346.8 was used to prepare 3-functionality urethane acrylate, and as Comparative Example 1-2, examine Example 1-2 of the present invention and Comparative Example 1-2 to obtain The viscosity of 3-functionality urethane acrylates.

[0049] Test method: NDJ-1 rotary viscometer, No. 4 rotor, 60 rpm. Refer to "NDJ-1 Rotational Viscometer Instruction Manual" for specific operation steps.

[0050] Table 1 Viscosity of 3-functionality polyurethane acrylate

[0051]

Comparative example 1

Example 1

Comparative example 2

Example 2

viscosity

7200mPa.s@60℃

3600mPa.s@60℃

7700mPa.s@60℃

3900mPa.s@60℃

[0052] Compared with the product of Comparative Example 1, the viscosity of the product of Example 1 decreased by 3600mPa.s@60°C, and the rate of decrease was 50.00%.

[0053] Compared with the product of Comparative Example 2, the viscosity of the product...

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Abstract

The invention discloses tri-functionality urethane acrylate. A preparation method of tri-functionality urethane acrylate comprises the following steps of firstly, making trimethylolethane or the trimethylolpropane react with ethylene oxide or epoxypropane under the action of a catalyst, so that polyether triols is obtained; then making polyether triols react with 2-isocyanatoethyl acrylate, so that tri-functionality urethane acrylate is obtained. According to tri-functionality urethane acrylate, urethane acrylate is prepared from 2-isocyanatoethyl acrylate, reaction steps are reduced, the reaction process is simple and easy to control, gel is not generated easily due to side reactions, a urethane acrylate product is low in viscosity and can be constructed and applied as a UV formula product more easily, no or little solvent is added when tri-functionality urethane acrylate is used for UV coating, and the requirement of applying tri-functionality urethane acrylate to a low-viscosity coating is met; after low-viscosity tetra-functionality urethane acrylate UV photocuring urethane acrylate is cured, the excellent performance such as high hardness, abrasion resistance, scratch resistance, heat resistance and weather resistance is achieved, and tri-functionality urethane acrylate can be applied as a raw material of the UV coating, printing ink and adhesive.

Description

technical field [0001] The invention belongs to the field of materials, and relates to a three-functional polyurethane acrylate based on trimethylolethane (propane) and its preparation method and application, in particular to a low-trimethylolethane (propane)-based Viscosity 3-functionality urethane acrylate and its preparation method and application. Background technique [0002] With the rapid development of science and technology and the strict restrictions on solvents in environmental protection regulations, UV light-curable polymer materials have attracted more and more attention. UV light-curing materials have excellent properties such as fast curing, low energy consumption, less pollution, and high efficiency, so they are widely used in coatings, printing, and electronics industries, and have developed rapidly in recent years. Polyurethane acrylate (PUA) is an important light-curable oligomer, which has excellent properties such as low irritation, fast curing speed, ...

Claims

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Application Information

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IPC IPC(8): C07C269/02C07C271/16C08G65/333C08G65/28C09D4/02C09D11/00C09J4/02
CPCC07C41/03C07C269/02C08G65/2609C08G65/33351C08G2650/50C09D4/00C09D11/00C09J4/00C07C43/11C07C271/16
Inventor 胡剑飞张丽丽张兵
Owner JIANGSU LITIAN TECH
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