Asymmetric-structure modified epoxy acrylic resin and continuous method synthetic method

An epoxy acrylate, asymmetric structure technology, applied in the direction of epoxy resin coating, application, coating, etc., can solve the problems of high molecular symmetry, poor surface dryness, gloss reduction, etc.

Active Publication Date: 2016-02-17
瑞通高分子科技(浙江)有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Epoxy acrylate also has the following disadvantages due to the limitation of molecular structure: (1) The finished product has high viscosity
After the epoxy resin molecules are ring-opened and esterified, the excess hydroxyl groups will not participate in the reaction, which will form hydrogen bonds between the molecular chains, resulting in an increase in the viscosity of the system
The viscosity of epoxy acrylate resin is usually 50,000-100,000mPa s / 40°C, and its fluidity is extremely poor at room temperature, almost solid. For the development and leveling of the coating film and the application of special coating processes, such as spray coating and flow coating, very unfavorable
In order to reduce the viscosity, it is necessary to add a large amount of reactive monomers for dilution when preparing the coating. The addition of a large amount of monomers will increase the cost on the one hand, and reduce the overall performance of the cured coating film on the other hand, such as reduced gloss and insufficient brightness. , deterioration of mechanical properties, etc.
(2) The cured film has insufficient flexibility and high brittleness
Because the molecular chain contains a high proportion of rigid benzene ring molecules, and the overall molecular chain is short, the cured film has poor flexibility and low elongation at break.
(3) Low conversion rate
(4) Surface dryness is not good
Since the molecular chain does not have an anti-oxygen polymerization inhibition structure, under normal circumstances, it is necessary to add a large amount of photoinitiator to resist the consumption of oxygen inhibition polymerization, which increases the application cost and affects the performance of the paint film.
(5) High molecular symmetry, easy to crystallize during solidification and film formation, low elongation at break, and high brittleness
[0005] In response to these disadvantages, researchers have also made some efforts and attempts to improve some of its properties while retaining its advantages, for example, introducing fatty acid modified epoxy acrylate to improve its flexibility, or using rings to improve its flexibility. Oxygenated soybean oil synthesizes epoxy acrylate to reduce viscosity and increase flexibility, and reacts with dibasic anhydride and hydroxyethyl acrylate to react with epoxy resin to prepare modified epoxy acrylate, but it can only make a certain Aspect performance is optimized, not comprehensive

Method used

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  • Asymmetric-structure modified epoxy acrylic resin and continuous method synthetic method
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  • Asymmetric-structure modified epoxy acrylic resin and continuous method synthetic method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0066] Add 250.0g of epoxy resin E-51 and 0.52g of antioxidant Irganox1010 into a 500ml four-necked flask equipped with a thermometer, a mechanical stirrer and a condenser, raise the temperature to 90°C while stirring at 200-250rpm, add dropwise a mixture of 49.10g The liquid of acrylic acid, 1.26g triphenylphosphine and 0.30g p-hydroxyanisole, and control the rate of addition dropwise within 1h, then raise the temperature to 110°C to continue the reaction for 4h, take samples every half hour to monitor the acid value, when When it is less than 5mgKOH / g, lower the temperature to 75°C, add 69.60g of allyl hydroxyethyl ether, 101.04g of phthalic anhydride and 1.26g of triphenylphosphine at one time, stir and react at 80°C at 200-250rpm for 3h, then lower the temperature Raise to 110°C, continue the reaction for 4 hours, take samples every half hour to monitor the acid value, when it is less than 5mgKOH / g, lower the temperature to 90°C, add 95.31g of tripropylene glycol diacrylate...

Embodiment 2

[0069] Add 200.40g of epoxy resin E-51 and 0.52g of antioxidant Irganox1010 into a 500ml four-neck flask equipped with a thermometer, mechanical stirring and condenser, heat up to 90°C while stirring at 200-250rpm, and add 20.85g of The liquid of acrylic acid, 1.26g triethylamine and 0.32g p-hydroxyanisole, and control the rate of addition dropwise within 1h, then raise the temperature to 110°C to continue the reaction for 4h, take samples every half hour to monitor the acid value, when less than When the temperature is 5mgKOH / g, cool down to 75°C, add 112.25g allyl hydroxyethyl ether, 161.70g phthalic anhydride and 1.26g triethylamine at one time, stir and react at 80°C at 200-250rpm for 3h, then raise the temperature to 110°C, continue to react for 4 hours, take samples every half hour to monitor the acid value, when it is less than 5mgKOH / g, cool down to 90°C, add 95.31g of tripropylene glycol diacrylate, stir at 300-350rpm for 10min, and then discharge.

[0070] Various pe...

Embodiment 3

[0072] Add 200.40g of epoxy resin E-51 and 0.52g of antioxidant Irganox1010 into a 500ml four-neck flask equipped with a thermometer, mechanical stirring and condenser, heat up to 90°C while stirring at 200-250rpm, add dropwise a mixture of 40.92g The liquid of acrylic acid, 1.26g triethylamine and 0.32g p-hydroxyanisole, and control the rate of addition dropwise within 1h, then raise the temperature to 110°C to continue the reaction for 4h, take samples every half hour to monitor the acid value, when less than When the temperature is 5mgKOH / g, lower the temperature to 90°C, add 55.64g of allyl hydroxyethyl ether, 84.22g of hexahydrophthalic anhydride and 1.26g of triethylamine at one time, stir and react at 95°C at 200-250rpm for 3h, then lower the temperature Raise to 110°C, continue the reaction for 4 hours, take samples every half hour to monitor the acid value, when it is less than 5mgKOH / g, lower the temperature to 90°C, add 95.31g of tripropylene glycol diacrylate, stir ...

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Abstract

The invention relates to asymmetric-structure modified epoxy acrylic resin and a continuous method synthetic method. The continuous method synthetic method comprises the following steps: causing an acrylic acid monomer and epoxy resin to react to prepare epoxy acrylic resin; adding a modified monomer and anhydride into a reaction system at one time, controlling temperature and reaction time, and preparing the asymmetric-structure modified epoxy acrylic resin; adding active diluting monomer to regulate viscosity, and discharging. The epoxy acrylic resin module prepared with the continuous method synthetic method has an asymmetric structure, can be applied to various photocuring coatings and ink products, especially photocuring optical fiber coatings and has the advantages of low finished product viscosity, high curing speed and good surface drying performance. A solidification membrane simultaneously has high modulus and toughness. The preparation method is simple in technology and can be used for continuous production, production efficiency is improved, and production cost is saved.

Description

technical field [0001] The invention relates to a method for synthesizing a modified epoxy acrylate resin used in the field of ultraviolet light curing, in particular to a method capable of synthesizing a modified epoxy acrylate resin with an asymmetric structure through a continuous method. Background technique [0002] Epoxy acrylate is called vinyl ester resin, which is obtained by ring-opening esterification condensation of epoxy resin and unsaturated monobasic acid such as acrylic acid or methacrylic acid. The synthesis of epoxy acrylate resin had patent reports as early as the 1950s, and it was not applied to the field of light curing until the 1970s. Showa Polymer Co., Ltd.'s vinyl ester resin is the first company in the world to achieve industrialization and success using unique technology. Shanghai Showa started to produce vinyl ester resin in early 2002, and mass-produced it. Epoxy acrylate can be divided into bisphenol A type epoxy acrylate, novolac epoxy acryla...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G59/17C08G59/14C09D163/10C09D7/12C09D11/101
Inventor 黄世斌余宗萍杨鹏飞
Owner 瑞通高分子科技(浙江)有限公司
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