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A kind of glycerol-based 3-functional polyurethane acrylate and its preparation method and application

A technology of urethane acrylate and isocyanate ethyl acrylate, applied in the field of materials, can solve the problems such as difficult control of the production process, many steps in the reaction process, gelation, etc., and achieve the effects of easy control, reduction of reaction steps, and low viscosity

Active Publication Date: 2018-06-15
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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  • A kind of glycerol-based 3-functional polyurethane acrylate and its preparation method and application
  • A kind of glycerol-based 3-functional polyurethane acrylate and its preparation method and application
  • A kind of glycerol-based 3-functional polyurethane acrylate and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Put 920 grams of glycerin (glycerol, CAS number 56-81-5, chemical formula C) into a 6L autoclave 3 H 8 O 3 , Molecular weight 92.09), 36 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 clear and transparent trihydroxy polyether (C 13 H 28 O 8 , Molecular weight 312) 3057.6 g, the structure is as shown in formula (I), where: n=2, a+b+c=5.

[0037] Put the prepared trihydroxy polyether (C 13 H 28 O 8 , Molecular weight 312) 156 g, isocyanate ethyl acrylate 211.5 g (1.5 mol), catalyst dibutyl tin dilaurate 0.3 g, polymerization inhibitor p-hydroxyanisole 1 g, slowly incre...

Embodiment 2

[0042] Put 920 grams of glycerin (glycerol, CAS number 56-81-5, chemical formula C) into a 6L autoclave 3 H 8 O 3 , Molecular weight 92.09), 50 grams of potassium formate, heated to 155 ℃, start to add propylene oxide (C 3 H 6 O, molecular weight 58) 3480 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; after adding 60 grams of activated clay and stirring the crude product for 30 minutes, a clear and transparent trihydroxy polyether (C 21 H 44 O 9 , Molecular weight 440) 4311.8 grams, the structure is as shown in formula (I), where: n=3, a+b+c=6.

[0043] Put the prepared trihydroxy polyether (C 21 H 42 O 9 , Molecular weight 440) 220 g, isocyanate ethyl acrylate 210 g (1.488 mol), catalyst 0.3 g dibutyltin dilaurate, 1 g p-hydroxyanisole, slowly warming to 80℃~85℃ in 0.5~4 hours, reaction 3 Discharging in ~5 hour...

Embodiment 3

[0048] The 3-functional urethane acrylate was prepared by the preparation method of Example 1-2 provided in Chinese Patent ZL201310146346.8, which was used as Comparative Example 1-2, and 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 type 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]

Comparative example 1

Example 1

Comparative example 2

Example 2

Viscosity

7200mPa.s@60℃

3550mPa.s@60℃

7700mPa.s@60℃

3800mPa.s@60℃

[0052] Compared with the product of Comparative Example 1, the viscosity of the product of Example 1 decreased by 3650mPa.s@60°C, and the decrease range was 50.69%.

[0053] The viscosity of the product of Example 2 was lower than that of the product of Comparative...

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Abstract

The invention discloses tri-functionality urethane acrylate based on glycerin and a preparation method and application of tri-functionality urethane acrylate. The preparation method of tri-functionality urethane acrylate comprises the steps of firstly, making glycerin 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 and the preparation method and application thereof, 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 with respect to UV formula products 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 tri-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 UV coating, printing ink and adhesive.

Description

Technical field [0001] The invention belongs to the field of materials, and relates to a glycerin-based 3-functional polyurethane acrylate and a preparation method and application thereof, and in particular to a glycerin-based low-viscosity 3-functional polyurethane acrylate and a preparation method and application thereof. Background technique [0002] With the rapid development of science and technology and the strict restrictions on solvents imposed by environmental protection laws and regulations, UV-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. Therefore, they are widely used in coatings, printing and electronic industries and have developed rapidly in recent years. Polyurethane acrylate (PUA) is an important light-curing oligomer. It has excellent properties such as low irritation, fast curing speed, high transparency, str...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C269/02C07C271/16C09D4/02C09D11/101C09J4/02
CPCC07C41/03C07C269/02C09D4/00C09D11/101C09J4/00C07C271/16C07C43/11
Inventor 胡剑飞
Owner JIANGSU LITIAN TECH