Controllably and reversibly crosslinked urushiol resin and preparation method thereof

A technology of urushiol resin and urushiol, which is applied in the field of controllable and reversible cross-linked urushiol resin and its preparation, and can solve the problems of limiting the development of natural lacquer coatings, unevenness, and high price of urushiol

Active Publication Date: 2018-06-22
MINJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the low and uneven content of C=C in unsaturated aliphatic hydrocarbons in urushiol (mainly determined by the origin and variety of natural lacquer), it is difficult to crosslink and cure urushiol under ultraviolet radiation, and the crosslinking is uncontrollable
At the same time, urushiol is expensive, and the price per kilogram can be as high as 800 yuan, and its infusibility and insolubility after curing make it difficult to degrade and recycle the urushiol resin, which greatly limits the use of urushiol as the base material for natural lacquer coatings, The development of pigments, and even the development of lacquer technology research

Method used

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  • Controllably and reversibly crosslinked urushiol resin and preparation method thereof
  • Controllably and reversibly crosslinked urushiol resin and preparation method thereof
  • Controllably and reversibly crosslinked urushiol resin and preparation method thereof

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Experimental program
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Effect test

Embodiment 1

[0020] Urushiol 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 urushiol resin. The controllable and reversible cross-linked urushiol resin was coated on the tinplate (thickness 100μm), under 350nm ultraviolet light (100μW / cm 2 ) irradiation, the urushiol resin can be cross-linked and cured in 30s, and the cross-linking degree is 91.8%. The cross-linked and cured urushiol film was placed in a sodium ethoxide solution with pH=10 for 1 hour, and the urushiol film was decomposed and dissolved in the sodium ethoxide solution. The urushiol / sodium ethylate 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 urushiol was re-crosslinked and solidified to precipitate, with a crosslinking degree of 75.7%.

[0021] Table 1 The relationship between urushiol resin curing time...

Embodiment 2

[0024] Urushiol formal and diallyl disulfide were dissolved in xylene accounting for 5w% of the total amount of the two at a mass ratio of 100:20 to obtain a controllable and reversible cross-linked urushiol resin. Coat the controllable and reversible crosslinking resin on the tinplate (thickness 100μm), under 350nm ultraviolet light (100μW / cm 2 ) irradiation, urushiol formal resin can be cross-linked and cured in 40s, and the cross-linking degree is 89.7%. 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. Under the catalysis of weak base (pH=7.5) and tris(2-carboxyethyl)phosphine, the urushiol / sodium ethylate solution reduced the sulfhydryl groups to disulfide bonds, and the urushiol formal was re-crosslinked, solidified and precipitated, with a crosslinking degree of 68.9 %.

[0025] Table 2 The relationship between the curing time of urushiol formal resin...

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Abstract

The invention relates to controllably and reversibly crosslinked urushiol resin and a preparation method thereof. The preparation method of the controllably and reversibly crosslinked urushiol resin comprises the following steps: dissolving urushiol resin or a urushiol derivative and reversible crosslinking agent diallyl disulfide in a diluent in the mass ratio being 100:1-100:30, and uniformly stirring the substances to obtain the controllably and reversibly crosslinked urushiol resin. According to the controllably and reversibly crosslinked urushiol resin, content of carbon-carbon double bonds (C=C) in the resin can be changed by controlling dose of diallyl disulfide under ultraviolet irradiation, that is, controllable free radical crosslinking polymerization of the urushiol resin is realized by controlling content of free radicals. After crosslinking polymerization of the resin, reversible crosslinking functionalization of the urushiol resin can be realized by means of the characteristic that disulfide bonds in diallyl disulfide can be oxidized under the condition of a strong base into mercapto groups to be broken. The controllably and reversibly crosslinked urushiol resin is applicable to the fields of paint technology automation technique, additive manufacturing technique, raw lacquer coating, raw lacquer pigment 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 crosslinked urushiol resin and a preparation method thereof. Background technique [0002] Urushiol is a colorless viscous liquid extracted from natural lacquer. Urushiol molecules (as figure 1 shown) contains two adjacent phenolic hydroxyl groups, and there are unsaturated aliphatic hydrocarbons on the benzene ring, and it has the characteristics of both phenol and unsaturated bonds. Current research shows that urushiol 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 and uneven content of C=C in unsaturated aliphatic hydrocarbons in urushiol (mainly determined by the origin and variety of natural lacquer), urus...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F289/00C08F228/02C09D193/00C08L93/00B33Y70/00
CPCB33Y70/00C08F289/00C08L93/00C09D193/00C08F228/02
Inventor 薛涵与林棋李心忠方润
Owner MINJIANG UNIV
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