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Controllable and reversible cross-linked cardanol resin and preparation method thereof

A technology of cardanol resin and cardanol, which is applied in coatings and other directions, can solve the problems that cardanol is not easy to cross-link and solidify, cardanol resin is difficult to degrade and recycle, and cross-linking is uncontrollable.

Active Publication Date: 2018-06-12
MINJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the low content of C=C in cardanol unsaturated aliphatic hydrocarbons, cardanol is not easy to cross-link and solidify under ultraviolet light irradiation, and the cross-linking is uncontrollable
At the same time, the infusible and insoluble properties of cardanol resin after solidification make it difficult to degrade and recycle cardanol resin

Method used

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  • Controllable and reversible cross-linked cardanol resin and preparation method thereof
  • Controllable and reversible cross-linked cardanol resin and preparation method thereof
  • Controllable and reversible cross-linked cardanol resin and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Cardanol and diallyl disulfide were dissolved in xylene accounting for 5w% of the total amount of the two at a mass ratio of 100:30 to obtain a controllable and reversible cross-linked cardanol resin. The controllable and reversible cross-linked cardanol resin was coated on the tinplate (thickness 100μm), under 350nm ultraviolet light (100μW / cm 2 ) under irradiation, the cardanol resin can be cross-linked and cured in 45s, and the cross-linking degree is 87.8%. The cross-linked and cured cardanol film was placed in the sodium ethoxide solution with pH=10 for 1 hour, and the cardanol film was decomposed and dissolved in the sodium ethoxide solution. The cardanol / sodium ethoxide solution was catalyzed by a weak base (pH=7.5) and tris(2-carboxyethyl)phosphine to reduce the sulfhydryl group to a disulfide bond, and the cardanol was re-crosslinked and solidified to precipitate, with a crosslinking degree of 68.3%.

[0021] Table 1 is the relationship between cardanol resin ...

Embodiment 2

[0024] Cardanol formal and diallyl disulfide were dissolved in xylene accounting for 5w% of the total amount of the two at a mass ratio of 100:25 to obtain a controllable and reversible cross-linked cardanol resin. Coat the controllable and reversible crosslinking resin on the tinplate (thickness 100μm), under 350nm ultraviolet light (100μW / cm 2 ) under irradiation, the cardanol formal resin can be cross-linked and cured in 60s, and the cross-linking degree is 83.4%. Put the cross-linked and cured paint film in the sodium ethoxide solution of pH=10 for 2 hours, the paint film decomposes and dissolves in the sodium ethoxide solution. The cardanol / sodium ethylate solution is catalyzed by a weak base (pH=7.5) and tris(2-carboxyethyl)phosphine to reduce the sulfhydryl group to a disulfide bond, and the cardanol formal is re-crosslinked, solidified and precipitated, with a crosslinking degree of 65.9 %.

[0025] Table 2 is the relationship between cardanol formal resin curing tim...

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Abstract

The invention relates to controllable and reversible cross-linked cardanol resin and a preparation method thereof. The preparation method of the controllable and reversible cross-linked cardanol resincomprises the following steps: dissolving cardanol resin or a cardanol derivative and a reversible crosslinking agent diallyl disulfide into a diluent according to the mass ratio of (100 to 5) to (100 to 30) and uniformly stirring to obtain the controllable and reversible cross-linked cardanol resin. According to the controllable and reversible cross-linked cardanol resin, the content of free radicals in the resin is changed by controlling the use amount of the diallyl disulfide under ultraviolet irradiation, so that controllable free radical cross-linking polymerization of the cardanol resinis realized. After crosslinking polymerization of the resin, the reversible crosslinking functionalization of the cardanol resin is realized by using the characteristic that a disulfide bond in the diallyl disulfide can be oxidized into sulfhydryl and further cracked under the condition of strong base. The controllable and reversible cross-linked cardanol resin can be applied to the fields of automatic lacquering technologies, additive manufacturing technologies, coatings, pigments and the like.

Description

technical field [0001] The invention belongs to the field of resin modification, and in particular relates to a controllable and reversible cross-linked cardanol resin and a preparation method thereof. Background technique [0002] Cardanol is extracted from natural cashew nut shell oil through advanced technology. It is a natural product that can replace or partially replace urushiol. It has the characteristics of low price, low permeability and self-drying property. Cardanol molecules (as figure 1 Shown) contains a phenolic hydroxyl group, unsaturated aliphatic hydrocarbons on the benzene ring, and has the characteristics of both phenol and unsaturated bonds. Current research shows that cardanol can achieve cross-linking and curing under ultraviolet light irradiation. The mechanism is that the carbon-carbon double bond (C=C) in the unsaturated aliphatic hydrocarbon on the benzene ring absorbs ultraviolet light and undergoes free radical crosslinking. Due to the low cont...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F212/34C08F212/14C08F228/02C09D125/18
CPCC08F212/14C08F212/34C09D125/18C08F228/02
Inventor 薛涵与林棋方润李心忠
Owner MINJIANG UNIV
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