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A kind of multifunctional bio-based acrylate prepolymer and its preparation method and application

A bio-based acrylate and multi-functionality technology, which is applied in applications, sulfide preparation, household appliances, etc., can solve the problems of complex synthesis conditions and low bio-based content, and achieve easy-to-obtain materials, high cross-linking density, shorten The effect of reaction time and energy expenditure

Active Publication Date: 2022-01-04
SOUTH CHINA AGRI UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the monomers or oligomers used in the currently reported photocurable materials are basically petrochemical derivatives or have problems such as relatively low bio-based content and complex synthesis conditions.

Method used

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  • A kind of multifunctional bio-based acrylate prepolymer and its preparation method and application
  • A kind of multifunctional bio-based acrylate prepolymer and its preparation method and application
  • A kind of multifunctional bio-based acrylate prepolymer and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] (1) Add 11.94g of ricinoleic acid and 4.89g of tetrakis(3-mercaptopropionic acid)pentaerythritol ester into the quartz tube, add 0.5g of photoinitiator benzoin dimethyl ether and 10g of butanone, and react in the photochemical reactor, The power of the light source is 360W, the wavelength is 365nm, the reaction is 3h, and the butanone is removed by rotary evaporation to obtain 16.67g of castor oil-based polycarboxylic acid.

[0032] (2) Add 13.46g of castor oil-based polycarboxylic acid prepared in step (1) into the reaction kettle, stir and heat up to 50°C, add 0.18g of tertiary ammonium salt catalyst N, N-dimethylethanolamine, and then heat up to 70°C and dropwise add a mixture of 0.04g of hydroquinone and 4.55g of glycidyl methacrylate, react for 1h, then raise the temperature to 80°C for 3h, and obtain 17.98g of ricinoleic acid acrylate, which is the functional Bio-based acrylate prepolymer; its infrared spectrum is shown in figure 2 , see the NMR spectrum image...

Embodiment 2

[0035] (1) Add 11.94g of ricinoleic acid, 4.89g of tetrakis(3-mercaptopropionic acid) pentaerythritol ester, and 0.5g of photoinitiator bis-2,6-difluoro-3-pyrrolephenyl titanocene to the quartz tube React with 10g butanone in a photochemical reactor, light source power 360W, wavelength 365nm, react for 4h, and remove butanone by rotary evaporation to obtain 16.7g castor oil-based polycarboxylic acid.

[0036] (2) Add 13.46g of castor oil-based polycarboxylic acid prepared in step (1) into the reactor, stir and heat up to 60°C, add 0.18g of tertiary ammonium salt catalyst N, N-dimethylethanolamine, and then heat up to 90°C and dropwise add a mixture of 0.04g of hydroquinone and 4.55g of glycidyl methacrylate, react for 2h, and then raise the temperature to 100°C for 4h to obtain 17.97g of ricinoleic acid acrylate, which is the functional Bio-based acrylate prepolymer; the molar ratio between the carboxylic acid group in the castor oil-based polycarboxylic acid and the epoxy gro...

Embodiment 3

[0039](1) Add 11.94g ricinoleic acid, 4.89g tetrakis(3-mercaptopropionate) pentaerythritol ester, and 0.84g photoinitiator 2,4,6-trimethylbenzoylphenylphosphonic acid into the quartz tube Ethyl ester and 10g butanone were reacted in a photochemical reactor with a light source power of 360W and a wavelength of 365nm for 3h. The butanone was removed by rotary evaporation to obtain 16.69g of castor oil-based polycarboxylic acid.

[0040] (2) Add 13.46g of castor oil-based polycarboxylic acid prepared in step (1) into the reaction kettle, stir and raise the temperature to 65°C, add 0.18g of tertiary ammonium salt catalyst N, N-dimethylethanolamine, and then raise the temperature to 85°C and dropwise add 0.04g of hydroquinone and 4.55g of glycidyl methacrylate mixture, react for 2h, then raise the temperature to 95°C for 4h to obtain 17.97g of ricinoleic acid acrylate, which is the functional Bio-based acrylate prepolymer; the molar ratio between the carboxylic acid group in the ca...

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Abstract

The invention belongs to the field of UV curing materials, and specifically relates to a preparation method of a multifunctional bio-based acrylate prepolymer, comprising: reacting tetrakis(3-mercaptopropionic acid) pentaerythritol ester and vegetable oleic acid to obtain vegetable oil-based polycarboxylic acid; Vegetable oil-based polycarboxylic acid, stir and control the temperature to 50-70°C, add a tertiary ammonium salt catalyst, raise the temperature to 70-90°C and add glycidyl methacrylate containing a polymerization inhibitor to react, then raise the temperature to 90-100°C reaction to obtain a functional bio-based acrylate prepolymer, and then compound with isobornyl methacrylate to prepare a bio-based UV curable material. On the one hand, the yield of the prepolymer of the present invention can be as high as more than 99%; secondly, four vegetable oleic acids are introduced into the mercapto groups of tetrakis (3-mercaptopropionic acid) pentaerythritol ester, thereby improving the bio-based content of UV curable coatings ; Third, introducing bio-based raw materials into acrylate and compounding bio-based active diluent isobornyl methacrylate reduces the consumption of fossil resources.

Description

technical field [0001] The invention belongs to the field of UV curing materials, and in particular relates to a multifunctional bio-based acrylate prepolymer, a preparation method and application thereof. Background technique [0002] With the continuous depletion of fossil resources and growing environmental concerns, the materials and chemical industries are facing rising costs and more stringent environmental regulations. In recent years, environmental regulations have been enforced more and more strictly in order to reduce the use of petrochemical products, especially the use of toxic chemicals. Therefore, there is an urgent need to develop low-cost, accessible, well-sourced, renewable, and healthy bio-based materials for UV-curable materials. As a result, more and more renewable resources are being used instead of petroleum to produce polymers. It is well known that renewable biomass resources, such as vegetable oil, are widely used due to their high yield, easy rege...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C319/16C07C319/20C07C323/52C09D4/02C09D11/101C09D11/107C09J4/02C08L33/14B33Y70/00
CPCC07C319/16C07C319/20C09D4/00C09D11/101C09D11/107C09J4/00C08L33/14B33Y70/00C07C323/52
Inventor 袁腾刘影灵陈洁怡肖亚亮杨卓鸿
Owner SOUTH CHINA AGRI UNIV
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