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Rosin triol ester as well as preparation method and application thereof

A technology of rosin triol ester and abietic acid trimethylolpropane ester, which is applied in the field of rosin triol ester and its preparation, to achieve the effects of expanding rosin industry, improving properties and making the preparation process safe

Inactive Publication Date: 2015-06-10
GUANGXI UNIV FOR NATITIES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] The present invention will use dehydroabietic acid and trimethylolpropane as raw materials to generate a new rosin triol ester through the Steglich esterification method, which has not been reported so far

Method used

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  • Rosin triol ester as well as preparation method and application thereof
  • Rosin triol ester as well as preparation method and application thereof
  • Rosin triol ester as well as preparation method and application thereof

Examples

Experimental program
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Effect test

preparation example Construction

[0057] 1. Preparation of trimethylolpropane dehydroabietate

[0058] The preparation method of a kind of rosin triol ester in the present invention is to take dehydroabietic acid and trimethylol propane as raw material, the dehydroabietic acid triol ester reaction that takes place in normal temperature under the presence of EDC / DMAP catalyst and organic solvent generates dehydroabietic acid triol Methyl propane ester, its reaction formula is as follows:

[0059]

[0060] The main instruments and reagents used for the preparation of trimethylolpropane dehydroabietate are:

[0061] Instrument: rotary evaporator (Xihuayi (Beijing) Co., Ltd.)

[0062] The column diameter used in column chromatography is 60mm*30mm

[0063] Infrared spectrometer (Nicolet IS10)

[0064] High performance liquid chromatography (Agilent1260-HPLC)

[0065] LC / MS (Shimadzu LCMS-2010A)

[0066] NMR spectrometer (Bruker Avance(600 / 400)MHz spectrometer)

[0067] Gel permeation chromatography (Waters...

Embodiment 1

[0071] A preparation method of trimethylolpropane dehydroabietic acid, using dehydroabietic acid and trimethylol propane as raw materials, the reaction is carried out in a water bath earlier, in a 250ml three-necked flask, feed nitrogen for 15 minutes, add Dehydroabietic acid (1eq, 1.5g, 0.005mol), trimethylolpropane (4.5eq, 3.015g, 0.024mol) and DMAP (4-dimethylaminopyridine) (1.6eq, 1g, 0.008mol), Dissolve in 20mL of N,N-dimethylformamide (DMF). After dissolving, add a large amount of ice cubes to the water bath, cool the temperature to 0°C, and quickly add EDC (1-(3-dimethylaminopropyl base)-3-ethylcarbodiimide) (1.2eq, 1.15g, 0.006mol), continue to pass nitrogen gas, after 15 minutes of reaction, remove the ice cubes, seal each port with a plug, and place in water at room temperature at 25°C Carry out the reaction, stop stirring continuously for 24 hours, and the reaction is completed. The material obtained by the reaction is transferred to a single-necked flask for rotary...

Embodiment 2

[0076] A kind of preparation method of dehydroabietic acid trimethylol propane ester, take dehydroabietic acid and trimethylol propane as raw material, reaction is carried out in water bath earlier, in 250ml there-necked flask, feed nitrogen 15 minutes, dehydroabietic acid

[0077] (1eq, 1.5g, 0.005mol), trimethylolpropane (1.2eq, 0.8g, 0.006mol) and DMAP (4-dimethylaminopyridine) (1.6eq, 1g, 0.008mol), dissolved in 25mL After dissolving in tetrahydrofuran, add a large amount of ice cubes to the water bath, cool the temperature to 0°C, and quickly add EDC (1-(3-dimethylaminopropyl)-3-ethylcarbodiimide) (1.2eq , 1.15g, 0.006mol), continue to blow nitrogen, after 20 minutes of reaction, remove the ice cubes, seal each port with a plug, react in water at room temperature 28 ° C, and stop stirring after 24 hours, the reaction is over, all The material was transferred to a single-necked flask and subjected to rotary evaporation using 80 mL of petroleum ether as a solvent on a rota...

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Abstract

The invention discloses a rosin triol ester and a preparation method therefore. The chemical name of the rosin triol ester is trimethylolpropane dehydroabietyate. The preparation method of the rosin triol ester comprises the following steps: by taking dehydroabietic acid and trimethylolpropane as the raw materials, EDC / DMAP as the catalysts, and any one of methylene chloride, tetrahydrofuran and N,N-dimethyl formamide as the solvent, performing an esterification reaction at normal temperature to synthesize the trimethylolpropane dehydroabietyate. The esterification method is completed in one step; the steric hindrance can be effectively overcome; the yield is high; the reaction is performed at room temperature so that the energy consumption can be reduced; the byproducts are soluble in water and easy to purify; the smell is light and few three wastes are generated; and the solvent selection range is wide. The ester prepared by use of the method is wide in use, and can be used as plasticizers and modifiers of various resins, excellent adhesives for pressure-sensitive and thermosensitive adhesive tapes, hot melt coatings, surface activators and pharmaceutical vectors.

Description

technical field [0001] The invention relates to the technical field of rosin essence deep processing, in particular to a rosin triol ester, a preparation method and application thereof. Background technique [0002] Rosin is a kind of natural resin, and its raw material comes from renewable pine forest resources. It is one of the most important products in my country's forest chemical industry. my country's annual output of rosin is more than 800,000 tons, and it is one of the main exporting countries of rosin, accounting for 60% of the world's trade volume. Most developed countries rely on imports of rosin. The main component of rosin is resin acid, accounting for 85% to 90% of the total mass. They are a class of monocarboxylic acids with two double bonds each having a tricyclic phenanthrene skeleton. The unique chemical structure of rosin makes it have excellent environment-friendly properties, such as anti-corrosion, moisture-proof, insulation, adhesion, emulsification, ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/08C07C69/753C08G63/16C09D167/02C09J167/02C08G65/28C08K5/12B01F17/42A61K47/34C09K23/42
CPCA61K47/34C09D167/02C09J167/02C07C67/08C07C69/753C08G63/16C08G65/2615C08K5/103C07C2603/26C09K23/00
Inventor 周菊英梁宇雁黄钦赵彥芝李鹏飞
Owner GUANGXI UNIV FOR NATITIES
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