Tetra-functionality urethane acrylate based on pentaerythritol and preparation method and application tetra-functionality urethane acrylate

A technology of polyurethane acrylate and isocyanate ethyl acrylate, which is applied in the field of materials, can solve the problems of difficult control of the production process, many steps in the reaction process, and tediousness, and achieve the effects of easy control, reduced 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 4-functional polyurethane acrylate, the reaction process has ma

Method used

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  • Tetra-functionality urethane acrylate based on pentaerythritol and preparation method and application tetra-functionality urethane acrylate
  • Tetra-functionality urethane acrylate based on pentaerythritol and preparation method and application tetra-functionality urethane acrylate
  • Tetra-functionality urethane acrylate based on pentaerythritol and preparation method and application tetra-functionality urethane acrylate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Drop into 1361 grams of pentaerythritol (CAS No. 115-77-5, chemical formula C in 6L autoclave 5 h 12 o 4 , molecular weight 136.15), 30 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 0.10 ~ 0.40 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 the crude product was added 40 grams of activated clay and stirred for 30 minutes, it was clear and transparent tetrahydroxypolyether (C 15 h32 o 9 , molecular weight 356) 3488.8 grams, structure as shown in formula (I), wherein: n=2, a+b+c+d=5.

[0037] In the 1000mL four-necked flask, drop into the prepared tetrahydroxypolyether (C 15 h 32 o 9 , molecular weight 356) 178 grams, isocyanate ethyl acrylate 282.24 grams (2mol), catalyst dibutyltin dilaurate 0.3 gr...

Embodiment 2

[0042] Drop into 1361 grams of pentaerythritol (CAS No. 115-77-5, chemical formula C in 6L autoclave 5 h 12 o 4 , molecular weight 136.15), 50 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 0.10 ~ 0.40 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 the crude product was added 60 grams of activated clay and stirred for 30 minutes, it was clear and transparent tetrahydroxypolyether (C 23 h 48 o 10 , molecular weight 484) 4743.2 grams, structure as shown in formula (I), wherein: n=3, a+b+c+d=6.

[0043] In the 1000mL four-necked flask, drop into the prepared tetrahydroxypolyether (C 23 h 48 o 10 , molecular weight 484) 242 grams, isocyanate ethyl acrylate 280 grams (1.984mol), catalyst dibutyltin dilaura...

Embodiment 3

[0048] With reference to the method of Example 1-2 in Chinese patent ZL201310143167.9, 4-functionality polyurethane acrylate was obtained, respectively as Comparative Example 1-2, and the 4-functionality urethane acrylate obtained in Example 1-2 of the present invention and Comparative Example 1-2 was investigated. Viscosity of functional 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 4-functionality polyurethane acrylate

[0051]

Comparative example 1

Example 1

Comparative example 2

Example 2

viscosity

12000mPa.s@60℃

6000mPa.s@60℃

15000mPa.s@60℃

7400mPa.s@60℃

[0052] Compared with the product of Comparative Example 1, the viscosity of the product of Example 1 decreased by 6000mPa.s@60°C, and the rate of decrease was 50.00%.

[0053] Compared with the product of ...

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Abstract

The invention discloses tetra-functionality urethane acrylate based on pentaerythritol and a preparation method and application of tetra-functionality urethane acrylate. The preparation method of low-viscosity tetra-functionality urethane acrylate comprises the steps of firstly, making pentaerythritol react with ethylene oxide or epoxypropane under the action of a catalyst, so that tetra-hydroxy polyether is obtained; then making tetra-hydroxy polyether react with 2-isocyanatoethyl acrylate, so that tetra-functionality urethane acrylate is obtained. The invention further discloses application of low-viscosity tetra-functionality urethane acrylate to preparation of UV coating or printing ink or adhesive. According to tetra-functionality urethane acrylate and the preparation method and application thereof, in the process that urethane acrylate is prepared from 2-isocyanatoethyl acrylate, 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, the requirement of applying tetra-functionality urethane acrylate to low-viscosity coating is met, and no or little solvent is added when tetra-functionality urethane acrylate is used for UV spray-coating; 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 tetra-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 pentaerythritol-based four-functional polyurethane acrylate and its preparation method and application, in particular to a pentaerythritol-based low-viscosity four-functional polyurethane 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, high transparency, tensil...

Claims

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Application Information

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IPC IPC(8): C07C269/02C07C271/16C09D4/02C09D4/06C09D11/101C09J4/02C09J4/06
CPCC07C41/03C07C269/02C09D4/06C09D11/101C09J4/06C07C43/11C07C271/16
Inventor 胡剑飞张丽丽马怀祥
Owner JIANGSU LITIAN TECH
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