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Hydroxylated tung oil and ester group-aminated preparation method thereof

A technology of hydroxylation and ester-based amines, applied in the field of organic chemical synthesis, can solve the problems of increasing by-products and wasting energy, and achieve the effect of simple synthetic routes

Inactive Publication Date: 2012-07-04
HIGH & NEW TECH RES CENT OF HENAN ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Compared with the aminolysis method, the common disadvantage of the alcoholysis method is that it needs to be carried out at a high temperature (200°C-240°C), which not only wastes energy, but also may increase by-products when reacting at a high temperature for a long time; In addition to obtaining hydroxylated products at a lower temperature, the structure of the product can be more easily controlled and the side reactions are less

Method used

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  • Hydroxylated tung oil and ester group-aminated preparation method thereof
  • Hydroxylated tung oil and ester group-aminated preparation method thereof
  • Hydroxylated tung oil and ester group-aminated preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] According to the molar ratio of diethanolamine and tung oil in a ratio of 2.2:1, add 144.0 g of tung oil (about 0.165 moles, calculated according to the molecular weight of the main components of tung oil shown on the first page) and 38.0 g of diethanolamine (about 0.362 moles) into a mixer equipped with , a reflux condenser, a thermometer and a four-necked flask protected by nitrogen, open the N 2 For protection, add 1.2 g of basic catalyst sodium methoxide at 80°C, control the reaction temperature between 110-120°C, and stir and reflux for 3 hours.

Embodiment 2

[0040] According to the ratio of diethanolamine to tung oil molar ratio of 2.4:1, 38.0 g (about 0.044 moles) of tung oil and 11.0 g (about 0.105 moles) of diethanolamine were added to the four ports equipped with stirrer, reflux condenser, thermometer and nitrogen protection. In the flask, turn on N 2 For protection, add 0.45 g of alkaline catalyst sodium hydroxide at a temperature of 60°C, control the reaction temperature between 105-110°C, and stir and reflux for 4 hours.

Embodiment 3

[0042] According to the molar ratio of diethanolamine and tung oil 2.8:1, add 45.0 g (about 0.052 moles) of tung oil and 15.0 g (about 0.143 moles) of diethanolamine into a four-necked flask equipped with a stirrer, reflux condenser, thermometer and nitrogen protection In, open N 2 For protection, add 0.46 g of basic catalyst lithium hydroxide at a temperature of 30° C., control the reaction temperature between 120-125° C., and stir and reflux for 4 hours.

[0043] In the above three implementation examples, the hydroxyl value of tung oil after hydroxylation is 200-360 mgKOH / g, and the conversion rate can reach 96.5-98.6%.

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Abstract

The invention discloses a hydroxylated tung oil and an ester group-aminated preparation method, belonging to the technical field of organic chemosynthesis. In the method, under a certain condition, ester groups in the tung oil and diethanol amine are subjected to aminolysis reaction on the premise of reserving conjugated double bonds, thus the tung oil is hydroxylated to mainly produce a compoundcontaining terminated hydroxyl and three conjugated double bonds. The structural formula of the compound is shown in the specification. The aminolysis reaction product plays an important role in developing and producing processes of leading the tung oil into waterborne polyurethane, not only can combine the advantages of the tung oil and the polyurethane, but also can improve the utilization ratio of tung oil resources as special local products in China and decrease the dependence on petroleum products; and simultaneously, the method has the advantages of simplicity, practicability, high conversion rate and convenience in industrialized production.

Description

technical field [0001] The invention relates to a preparation method of hydroxylated tung oil and ester aminolysis thereof, belonging to the technical field of organic chemical synthesis. Background technique [0002] Tung oil is a special product of our country, and it is also an important industrial raw material and a traditional export commodity. The annual output of tung oil in my country is more than 100,000 tons, accounting for 80% of the world's tung oil production and 60% of the world's sales. Therefore, it is of special significance to study tung oil and make more products related to tung oil industrialized. [0003] The main component of tung oil is tung oil triglyceride, that is, octadecyl-conjugated-9,11,13-acid triglyceride, and its structural formula is as follows: [0004] CH 3 (CH 2 ) 3 -CH=CH-CH=CH-CH=CH-(CH 2 ) 7 -COOCH 2 [0005] | [0006] CH 3 (CH 2 ) 3 -CH=CH-CH=CH-CH=CH-(CH 2 ) 7 -COOCH [0007] ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G18/36C11C3/00
Inventor 任志勇姜垒付阳朱诚身朱琰何素琴刘文涛
Owner HIGH & NEW TECH RES CENT OF HENAN ACAD OF SCI
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