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A kind of eugenol-based UV optical resin monomer and its preparation method and application

A technology of optical resin and eugenol, applied in sulfide preparation, organic chemistry and other directions, to achieve the effect of high yield, easy implementation, and oil resource saving

Active Publication Date: 2018-06-05
NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] So far, there are no literature and patent reports on the preparation of eugenol-based high refractive index UV optical resin monomers using eugenol by click chemistry and substitution reactions in the prior art

Method used

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  • A kind of eugenol-based UV optical resin monomer and its preparation method and application
  • A kind of eugenol-based UV optical resin monomer and its preparation method and application
  • A kind of eugenol-based UV optical resin monomer and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0050] a) 100g of eugenol, 46g of mercaptoethanol, and 7g of benzoin dimethyl ether were dissolved in a mixed solution of 100mL of dioxane and ethanol, irradiated with a 365nm ultraviolet lamp at 30°C for 2 hours, removed the mixed solvent by rotary evaporation under reduced pressure, and washed with water And obtain eugenol-mercaptoethanol compound after drying, productive rate is 97.5%, hydrogen nuclear magnetic resonance spectrum 1 H-NMR such as figure 1 As shown, each peak on the figure is in one-to-one correspondence with the hydrogen atoms on the eugenol-mercaptoethanol compound structure.

[0051] b) Dissolve 100 g of the eugenol-mercaptoethanol compound prepared above in a mixed solution of 200 ml of dichloromethane and chloroform, add 95 g of methacryloyl chloride, react at 0° C. for 36 hours, distill off the mixed solvent under reduced pressure, and dry to obtain cloves Phenol-mercaptoethanol UV optical resin monomer, yield rate is 90%, structural formula such as fo...

Embodiment 2

[0055] a) 100g eugenol, 65g mercaptoglycerol, 20g 2-hydroxyl-2-methyl-1-phenylacetone, dissolved in a mixed solution of 100ml dioxane and ethanol, irradiated with a 365nm ultraviolet lamp at 50°C for 0.5 hour, the mixed solvent was removed by rotary evaporation under reduced pressure, washed with water and dried to obtain the eugenol-mercaptoglycerol compound, the productive rate was 92%, and the hydrogen nuclear magnetic resonance spectrum 1 H-NMR such as image 3 As shown, each peak on the figure is in one-to-one correspondence with the hydrogen atoms on the eugenol-mercaptoglycerol structure.

[0056] b) Dissolve 100 g of the eugenol-mercaptoglycerol compound prepared above in a mixed solution of 300 g of dichloromethane and chloroform, add 103 g of methacryloyl chloride, react at 40°C for 12 hours, distill off the mixed solvent under reduced pressure, and dry to obtain cloves The phenol-mercaptoglycerol UV optical resin monomer has a structural formula such as formula VI....

Embodiment 3

[0060] a) 200g eugenol, 50g mercaptoethanol, 28g 1-hydroxycyclohexyl phenyl ketone, dissolved in a mixed solution of 200ml of dioxane and ethanol, irradiated with a 365nm ultraviolet lamp at 40°C for 1 hour, and rotated under reduced pressure The mixed solvent was removed by evaporation, washed with water and dried to obtain the eugenol-mercaptoethanol compound with a yield of 94%.

[0061] b) Dissolve 100 g of the eugenol-mercaptoethanol compound prepared above in a mixed solution of 300 g of dichloromethane and chloroform, add 90 g of methacryloyl chloride, react at 30° C. for 24 hours, distill off the mixed solvent under reduced pressure, and dry to obtain cloves The phenol-mercaptoethanol UV optical resin monomer has a yield of 99%.

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Abstract

The invention discloses eugenol-based UV (ultraviolet) optical resin monomer and a preparation method and application thereof; eugenol and sulfhydryl alcohol or sulfhydryl phenol are subjected to click reaction under the joint-action of an ultraviolet lamp and a catalyst to obtain eugenol-sulfhydryl alcohol compound or eugenol-sulfhydryl phenol compound; the eugenol-sulfhydryl alcohol compound or eugenol-sulfhydryl phenol compound is subjected to substitution reaction with methacryloyl chloride to obtain the eugenol-based UV optical resin monomer. A polymer prepared with the eugenol-based UV optical resin monomer has good mechanical properties in terms of strength, modulus, and creep resistance, and has, the most importantly, high refractivity and permeability in optical resin application.

Description

technical field [0001] The invention relates to a polymer monomer for high refractive index optical resin, in particular to a eugenol-based UV optical resin monomer and its preparation method and application. Background technique [0002] Over the past century, due to the vigorous development of the petrochemical industry, the application of petroleum products has become increasingly widespread. Various products and their derivatives produced by petroleum have brought great convenience to people's life and production, and promoted the development of society and the progress of human civilization, but at the same time, various environmental problems cannot be ignored. . At the same time, petroleum resources are an unsustainable and non-renewable resource. With the increasing depletion of its reserves, the cost of polymer materials derived from petroleum will inevitably increase. Recently, under the pressure of protecting the environment, reducing production costs and saving...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C323/16C07C319/20C08F122/24C08F2/48
CPCC07C319/18C07C319/20C07C323/16C08F2/48C08F122/1006
Inventor 代金月刘小青马松琪腾娜江艳华朱丽霞朱锦
Owner NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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