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Synthesis method of high-biomass multi-arm photosensitive prepolymer

A synthesis method and prepolymer technology, applied in polyurea/polyurethane adhesives, adhesive types, polyurea/polyurethane coatings, etc., can solve the problem that photosensitive prepolymers cannot achieve performance alone and limit a wide range of applications, etc. problems, to achieve good stability, controllable number of arms, and high bio-based content

Active Publication Date: 2012-10-03
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the limited types of renewable raw materials in the existing market and the structural characteristics of renewable resources, many bio-based photosensitive prepolymers cannot achieve the required performance alone, which limits their wide application.

Method used

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  • Synthesis method of high-biomass multi-arm photosensitive prepolymer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Add 22.23g of isophordione diisocyanate into a four-necked flask equipped with a magnetic stirrer, a thermometer and a condenser, keep the reaction temperature at 35°C, and drop in 33.00g of cardanol and 0.01g of catalyst with a dropping funnel The mixture of dibutyltin dilaurate is reacted until the NCO content reaches the theoretical value (measured by di-n-butylamine back titration), which is the cardanol semi-blocked prepolymer.

[0018] Add the semi-blocked prepolymer dropwise to a reactor containing 5.99g of sucrose and 40g of N,N-dimethylformamide, keep the reaction temperature at 55°C, and stir the reaction until no NCO is detected in the infrared spectrum. The characteristic absorption peak of the group can obtain the multi-arm prepolymer with high biological content.

[0019] Add 30.37g of m-chloroperoxybenzoic acid and 100ml of dichloromethane to the multi-armed prepolymer, use an ice bath to stir and react at 0°C for 3h, then wash the reaction solution with ...

Embodiment 2

[0022] Add 17.42g of 2,4-toluene diisocyanate into a four-necked flask equipped with a magnetic stirrer, a thermometer and a condenser, keep the reaction temperature at 55°C, and drop in 39.00g of cardanol and 0.06g of catalyst with a dropping funnel The mixture of dibutyltin dilaurate is reacted until the NCO content reaches a theoretical value (measured by di-n-butylamine back titration), and the reaction is stopped to obtain a cardanol semi-capped prepolymer.

[0023] The semi-capped prepolymer was dropped dropwise into a four-necked round-bottomed flask reactor equipped with 4.80g of triglycerol and 57.44g of butyl acetate, and the reaction temperature was kept at 80°C, and the reaction was stirred until the infrared spectrum detected no When the NCO group characteristic absorption peak is reached, a multi-arm prepolymer with high biological content can be obtained.

[0024] Add 67.30g of m-chloroperoxybenzoic acid and 200ml of dichloromethane to the multi-armed prepolymer...

Embodiment 3

[0027] Add 16.81g of hexamethylene diisocyanate into a four-neck flask equipped with a magnetic stirrer, a thermometer and a condenser tube, keep the reaction temperature at 45°C, and drop in 33.00g of cardanol and 0.03g of triethylamine as a catalyst with a dropping funnel The mixture is reacted until the NCO content reaches the theoretical value (measured by di-n-butylamine back titration method), and the reaction is stopped to obtain the cardanol semi-capped prepolymer.

[0028] Put the semi-capped prepolymer dropwise into a four-necked round-bottomed flask reactor equipped with 1.66g of glycerin and 80g of ethyl acetate / butyl acetate mixed solvent, keep the reaction temperature at 65°C, and stir until the infrared No characteristic absorption peak of the NCO group can be detected in the spectrum, that is, a multi-armed prepolymer with high biological content is obtained.

[0029] Add 4.05g of formic acid to the multi-armed prepolymer, after heating to 50°C, add 20.95g of 5...

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Abstract

The invention discloses a synthesis method of high-biomass multi-arm photosensitive prepolymer, and belongs to the technical fields of ultraviolet curing and polymerization. The synthesis method comprises the following steps of: reacting two isocyanato radicals on diisocyanate with a phenolic hydroxyl group of cardanol and an alcoholic hydroxyl group of bio-based polyalcohol in sequence to generate a high-biomass multi-arm prepolymer (A1); then performing epoxidation on an unsaturated double bond on a cardanol aliphatic chain to prepare a high-biomass multi-arm photosensitive prepolymer (A2); and finally introducing a photosensitive double bond through the reaction of an epoxy group and an acrylic carboxyl group to obtain the high-biomass multi-arm photosensitive prepolymer. The photosensitive prepolymer is rich in source, low in cost and high in biomass content. The photosensitive prepolymer provided by the invention can be used in formulas of a UV curing coating, ink and an adhesive, and has superior performance and high stability.

Description

technical field [0001] The invention relates to the technical field of ultraviolet curing and polymerization, in particular to a method for preparing a multi-arm photosensitive prepolymer with high biological content by using cardanol and bio-based polyols. Background technique [0002] In the past ten years, with the continuous depletion of petroleum resources around the world and the rising prices of petrochemicals, the application of biorenewable raw materials in the chemical industry is attracting more and more attention. As an important field in the modern chemical industry, organic coatings are also facing great challenges. Selecting cheap, non-toxic, biodegradable and renewable resources to prepare light-cured coatings is a "green + green" coating technology route in line with sustainable development, which is of great significance to the sustainable development of the light-cured coatings industry . [0003] In recent years, some remarkable progress has been made i...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/83C08G18/67C08G18/32C08G18/64C09D175/14C09J175/14C09D11/00C09D11/102
Inventor 刘仁朱家佳刘晓亚刘石林蔡武董雅洁
Owner JIANGNAN UNIV