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

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

Example Embodiment

[0035] Example 1

[0036] Put 1200 grams of trimethylolethane (CAS No. 77-85-0, molecular formula C) into a 6L autoclave 5 H 12 O 3 , Molecular weight 120.147), 38 grams of sodium formate, heated to 155 ℃, start to add ethylene oxide (C 2 H 4 O, molecular weight 44) 2200 grams for reaction, temperature control 155℃~165℃, pressure 0.2~0.6MPa, drip for 3~4 hours, after dripping, keep at 155℃~165℃ for 2~3 hours, then cool to 80℃ Below, the material is discharged to obtain a crude product; the crude product is added with 40 grams of activated clay and stirred for 30 minutes, and then filtered through circulation to obtain a clear and transparent trihydroxy polyether (C 15 H 32 O 8 , Molecular weight 340) 3455.4 grams, the structure is shown in formula (I), where: n=2, a+b+c=5.

[0037] Put the prepared trihydroxy polyether (C 15 H 32 O 8 , Molecular weight 340) 170 g, isocyanate ethyl acrylate 211.5 g (1.5 mol), catalyst dibutyl tin dilaurate 0.3 g, polymerization inhibitor p-hydroxyani...

Example Embodiment

[0041] Example 2

[0042] Put 1340 grams of trimethylolpropane (CAS No. 77-99-6, molecular formula C) into a 6L autoclave 6 H 14 O 3 , Molecular weight 134.1736), 60 grams of potassium formate, heated to 155 ℃, start to add propylene oxide (C 3 H 6 O, molecular weight 58) 3480g for reaction, temperature control 155℃~165℃, pressure 0.2-0.6MPa, drip for 3~4 hours, after dripping, keep 155℃~165℃ for 2~3 hours, then cool to 80℃ Below, the material is discharged to obtain a crude product; after adding 60 grams of activated clay and stirring the crude product for 30 minutes, a clear and transparent trihydroxy polyether (C 24 H 50 O 9 , Molecular weight 482) 4722.4 grams, the structure is shown in formula (I), wherein: n=3, a+b+c=6.

[0043] Put the prepared trihydroxy polyether (C 24 H 50 O 9 , Molecular weight 482) 241g, isocyanate ethyl acrylate 210g (1.488mol), catalyst 0.3g dibutyltin dilaurate, 1g p-hydroxyanisole, slowly warming to 80℃~85℃ for 0.5~4 hours, reaction 3 Discharging in...

Example Embodiment

[0047] Example 3

[0048] The 3-functional polyurethane acrylate was prepared by the preparation method of Example 1-2 provided in Chinese Patent ZL201310146346.8. As Comparative Example 1-2, it was prepared by examining Example 1-2 of the present invention and Comparative Example 1-2 The viscosity of the 3-functional urethane acrylate.

[0049] Test method: NDJ-1 rotary viscometer, No. 4 rotor, 60 revolutions per minute. For specific operation steps, please refer to "NDJ-1 Rotary Viscometer Operation Manual".

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

[0051]

[0052] The viscosity of the product of Example 1 was lower than that of the product of Comparative Example 1 by 3,600 mPa.s@60°C, and the decrease range was 50.00%.

[0053] The viscosity of the product of Example 2 was lower than that of the product of Comparative Example 2 by 3800 mPa.s@60°C, and the drop rate was 49.35%.

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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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