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A kind of ultraviolet light curing biomass methacrylate and/or acrylate prepolymer and preparation method thereof

A technology of methacrylate and hydroxymethacrylate, applied in the field of ultraviolet light curing biomass methacrylate and/or acrylate prepolymer and its preparation, can solve the problem of reducing the mechanical properties and optical properties of the consolidated body , poor flexibility, increased cost and other problems, to achieve the effect of simple and controllable synthesis method, improved toughness, and reduced use

Inactive Publication Date: 2019-09-20
FOSHAN CENT FOR FUNCTIONAL POLYMER MATERIALS & FINE CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, traditional UV-curable photosensitive resins such as epoxy acrylate prepolymers usually have disadvantages such as high viscosity, poor flexibility after curing, high hardness, and high brittleness.
In addition, due to the high viscosity of polyurethane acrylate prepolymer, it is necessary to add a large amount of reactive diluent to the curing system to reduce the overall viscosity, which not only increases the cost, but also reduces the solidification of the solidified body due to the addition of excessive reactive monomers. Mechanical properties and optical properties

Method used

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  • A kind of ultraviolet light curing biomass methacrylate and/or acrylate prepolymer and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] 1. Mix 18.8g of m-xylylene diisocyanate and 0.16g of dibutyltin dilaurate, blow in nitrogen, keep the temperature at 5°C, and slowly add it dropwise to 13.0ml containing 30ml of DMF under magnetic stirring. g of hydroxybutyl methacrylate solution, the dropwise addition time is 1.5h, the dropwise addition is completed and reacted for 4h, and then the temperature is raised to 25° C., and reacted for 3h to obtain a prepolymer (I) of one-end-blocked diisocyanate.

[0033] 2. Mix 13.5g of cardanol, 10.9g of 4-chloro-1,3-butanediol and 30ml of absolute ethanol, and maintain the temperature at 70°C under magnetic stirring, and add dropwise 19g of 20% hydroxide by mass fraction Add sodium for 1 hour, react for 18 hours; cool, filter the precipitated salt, wash with distilled water, and distill ethanol and water under reduced pressure at 65°C to synthesize cardanol etherified diol (II).

[0034] 3. above-mentioned prepolymer (I) is mixed with 0.16g drop dibutyltin dilaurate, und...

Embodiment 2

[0036] 1. Mix 25.0g of diphenylmethylene diisocyanate and 0.16g of stannous octoate drops, pass nitrogen gas, keep the temperature at 0°C, and slowly add dropwise to 12.4g of 27ml of DMF under the condition of magnetic stirring The hydroxypropyl acrylate solution was added dropwise for 1 hour. After the dropwise addition, the reaction was carried out for 3 hours, and then the temperature was raised to 20° C., and the reaction was carried out for 4 hours to obtain a prepolymer (I) of diisocyanate blocked at one end.

[0037] 2. Mix 13.2g of cardanol, 10.2g of 4-chloro-1,3-butanediol and 32.1ml of absolute ethanol, under magnetic stirring, keep the temperature at 65°C, add dropwise 23.5g of 15 % sodium hydroxide, dropwise time is 0.5h, react for 20h; cool, filter the precipitated salt, wash with distilled water, distill ethanol and water under reduced pressure at 60°C to synthesize cardanol etherified diol (II).

[0038] 3. Mix the above-mentioned prepolymer (I) with 0.16g drops...

Embodiment 3

[0040] 1. Mix 26.2g of dicyclohexylmethane diisocyanate and 0.16g of bis(dodecylsulfide) dibutyltin, feed nitrogen, maintain the temperature at 10°C, and slowly Add dropwise to 11.7g of hydroxyethyl methacrylate solution containing 31ml of DMF for 2 hours. After the dropwise addition, react for 5 hours, then raise the temperature to 30°C and react for 2 hours to obtain a prepolymerized diisocyanate with one end blocked. Object (I).

[0041] 2. Mix 15.6g of cardanol, 13.3g of 4-chloro-1,3-butanediol and 31.9ml of absolute ethanol, under magnetic stirring, keep the temperature at 75°C, add dropwise 19.7g of 25% mass fraction Add sodium hydroxide for 1.5 hours, react for 15 hours; cool, filter the precipitated salt, wash with distilled water, and distill ethanol and water under reduced pressure at 70°C to synthesize cardanol etherified diol (II).

[0042] 3. Mix the above-mentioned prepolymer (I) with 0.16 drops of dibutyltin di(dodecylsulfide), under the state of magnetic stirr...

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Abstract

The invention belongs to the technical fields of ultraviolet curing and polymerization and discloses an ultraviolet-cured biomass methacrylate and / or acrylate prepolymer and a preparation method thereof. The preparation method comprises the following steps: firstly synthesizing a diisocyanate prepolymer (I) from hydroxypropyl methacrylate or hydroxypropyl acrylate substances and diisocyanate under the actions of dimethylformamide (DMF) and a nitrogen protecting catalyst; and reacting by virtue of biomass cardanol and 4-chloro-1,3-butanediol under the action of strong base so as to generate diol (II), and reacting by virtue of diol (II) and synthesized diisocyanate prepolymer (I) so as to generate the ultraviolet-cured biomass methacrylate and / or acrylate prepolymer. The prepared ultraviolet-cured prepolymer has high light curing efficiency and good wear resistance and thermal stability, is adjustable in product viscosity and can be applied to the fields of ultraviolet-cured coatings, ink, adhesives and the like.

Description

technical field [0001] The invention belongs to the technical field of ultraviolet light curing and polymerization, in particular to an ultraviolet light curing biomass methacrylate and / or acrylate prepolymer and a preparation method thereof. Background technique [0002] Ultraviolet curing (UV curing) has been widely used in many fields such as coatings, inks, and adhesives due to its advantages such as short curing time, low energy consumption, moderate curing temperature, and environmental friendliness. The prepolymer containing active groups is the main resin of the UV curing system, which plays a decisive role in the performance of the consolidated body after curing, such as hardness, flexibility, mechanical properties, optical properties, aging resistance and acid and alkali resistance. However, traditional UV-curable photosensitive resins such as epoxy acrylate prepolymers usually have disadvantages such as high viscosity, poor flexibility after curing, high hardness,...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G18/67C08G18/10C09D175/14C09D5/08C09J175/14C09D11/102
Inventor 庞浩马哲黄健恒廖兵黄浩黄福仁
Owner FOSHAN CENT FOR FUNCTIONAL POLYMER MATERIALS & FINE CHEM
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