A kind of low viscosity (branched) polyether acrylate and its preparation method and application

A technology of polyether acrylate and acrylate, applied in low-viscosity (branched) polyether acrylate and its preparation, UV inkjet, 3D printing, and leather finishing, which can solve the problem of catalyst residue product quality, Cost and environmental adverse effects, slow curing speed, large molecular weight and other issues, to achieve the effect of safe and non-toxic raw materials, fast curing speed, and fast curing rate

Active Publication Date: 2017-08-04
GUANGDONG BOSSIN NOVEL MATERIALS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Chinese patent CN 102264796 A discloses "Acrylic and methacrylate esters of poly(trimethylene ether) glycol", the composition is based on polytrimethylene ether glycol (PO3G) synthesized from 1,3-propanediol as The basic raw material, poly(trimethylene ether) glycol mono or / and di(meth)acrylate synthesized by acid-catalyzed esterification, has good flexibility, degradation resistance and other characteristics, but due to functionality Low, high molecular weight, high viscosity and slow curing speed, etc.
[0006] The ether bond of polyether polyol is sensitive to acid, so it is not suitable to directly acid-catalyze esterification to prepare polyether acrylate. The transesterification method is currently more reasonable. However, catalyst residues have certain adverse effects on product quality, cost and environment, which has always been an unavoidable problem for this technology.
In recent years, the enzyme-catalyzed transesterification method has the advantages of mild conditions, high esterification rate and recyclable catalyst. It has been industrially applied in biodiesel production, but there are few reports on polyether acrylate; therefore, seeking a Reasonable transesterification method to prepare polyether acrylate is still a technical problem to be solved urgently in this field

Method used

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  • A kind of low viscosity (branched) polyether acrylate and its preparation method and application
  • A kind of low viscosity (branched) polyether acrylate and its preparation method and application
  • A kind of low viscosity (branched) polyether acrylate and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Example 1 Polyether acrylate 1

[0039] A kind of polyether acrylate and preparation method thereof, comprises following two steps:

[0040] a. Transesterification reaction: Take 400g polyether triol (Mn≈700, Dow VOANOL 2070), 343.2g ethyl acrylate, 1.2g trinonylphenyl phosphite, 0.2g 2,6-di-tert-butyl Base-4-methylphenol, after uniform dispersion, add 5g of immobilized enzyme Novozyme 435 and 0.1g of lanthanum dodecylsulfonate, stir and react at 40°C for 24h;

[0041] b. Purification treatment: After filtering the mixture obtained in the previous step, the filtrate was subjected to vacuum rotary evaporation, and the ethanol and excess methacrylic acid generated by the reaction were removed to obtain 490.2 g of transparent and colorless esterified product (solid content 99.2%, viscosity 85 mPa ·s / 25℃, the esterification rate (based on polyether polyol as the base substrate, the same below) is 97.4%).

Embodiment 2

[0047] Example 2 Polyether acrylate 2

[0048] A kind of polyether acrylate and preparation method thereof, comprises following two steps:

[0049] a. Transesterification reaction: Take 400g polyether triol (Mn≈1000, VOANOL CP-1055), 384.4g methyl acrylate, 3.2g trinonylphenyl phosphite, 0.4g p-hydroxyanisole, and disperse After uniformity, add 6g immobilized enzyme LVK-F100 and 0.1g lanthanum methanesulfonate, and stir and react at 40°C for 24h;

[0050] a. Purification treatment: After filtering the mixture obtained in the previous step, the filtrate was subjected to vacuum rotary evaporation, and the methanol and excess methyl acrylate generated by the reaction were removed to obtain 463.0 g of transparent and colorless esterified product (solid content 99.5%, viscosity 105 mPa· s / 25℃, the esterification rate is 97.1%).

Embodiment 3

[0051] Example 3 Branched polyether acrylate 1

[0052] A branched polyether (Mn≈2000) acrylate and a preparation method thereof, the specific steps are as follows:

[0053] (1) Synthesis of branched polyether polyols

[0054] Using trimethylolpropane as raw material, it condenses in the next step under acidic conditions to form a branched polyether polyol, and uses PO and a small amount of EO for chain extension to form a large molecular weight branched polyether polyol (Mn≈2000, functionality for 5).

[0055] (2) Enzyme-catalyzed transesterification reaction, including the following two steps:

[0056] a. Transesterification reaction: Take 500g of the above-mentioned large molecular weight branched polyether polyol, 300.0g methyl methacrylate, 1.2g trinonylphenyl phosphite, 0.2g p-hydroxyanisole, after dispersing evenly, add 8g immobilized enzyme Novozyme 435 and 0.1g lanthanum dodecylsulfonate were stirred and reacted at 50°C for 24 hours; the chemical reaction formula i...

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Abstract

The invention relates to a low-viscosity (branched) polyether acrylate and its preparation method and application. The low-viscosity (branched) polyether acrylate is composed of polyether polyol or branched polyether polyol and (methyl ) Acrylate is obtained by transesterification; the (branched) polyether acrylate prepared by the present invention has the advantages of low viscosity and fast curing speed, and can obtain suitable hardness and flexibility and different hydrophilic and hydrophobic products by adjusting the composition of the chain segment , which greatly expands the scope of application; the invention is very suitable for low-viscosity solvent-free formulation systems such as leather finishing, UV inkjet, solvent-free spraying photocuring, paper printing photocuring, etc., especially suitable for application in 3D printing materials .

Description

technical field [0001] The invention relates to the field of radiation-curable materials, in particular to a low-viscosity (branched) polyether acrylate and its preparation method and application, especially in the fields of leather finishing, UV inkjet, 3D printing and the like. Background technique [0002] The molecular chain of alkyl polyoxyethylene ether contains both lipophilic groups (terminal alkyl groups) and hydrophilic groups (polyoxyethylene groups). By changing the ratio of the two groups, the hydrophilic-lipophilic balance value can be adjusted. Toning, often used as a non-ionic surfactant. (Meth)acrylic acid is introduced into the end of its chain segment to obtain alkyl / alkylphenol polyoxyethylene ether (meth)acrylate, and polymers with different application requirements can be prepared by homopolymerization or copolymerization. Chinese patent CN 101219952A discloses "one-step method for synthesizing polyoxyalkylene monoether acrylate from acrylate", which u...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G63/66C08G63/84C08G63/82C14C11/00C09D11/104
Inventor 庞来兴李志云巫朝剑汪慧曾贤健
Owner GUANGDONG BOSSIN NOVEL MATERIALS TECH CO LTD
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