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A kind of tung oil polyol and its synthetic method

A technology of tung oil polyol and synthesis method, which is applied in the field of polyurethane materials, can solve problems such as easy occurrence of side reactions, high reactivity of epoxy groups, increased viscosity, etc., to avoid cross-linking side reactions, good biodegradability, The effect of improving reactivity

Active Publication Date: 2017-10-27
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, tung oil is used to prepare high-quality vegetable oil polyols. Because tung oil has a high degree of unsaturation and is the only unsaturated vegetable oil with conjugated double bonds in nature, the iodine value reaches more than 170, and more than 85% of the unsaturated bonds are Carbon-carbon conjugated triene bonds, so the presence of conjugated double bonds in tung oil in the process of preparing polyol epoxidation makes the epoxy group highly reactive, poor in selectivity, and prone to side reactions, thereby generating macromolecular cross-links. Co-product, resulting in a sharp increase in viscosity, usually solid at room temperature, cannot be used for further synthesis of polyurethane materials
Research literature (e.g. Epoxidation of Natural Triglycerides with Ethylmethyldioxirane, Journal of the American Oil Chemists' Society, 1996, 73:461-464) examines different vegetable oils such as corn oil, soybean oil, sunflower oil, cottonseed oil, tung oil, etc. During the epoxidation process of unsaturated vegetable oils, it was also found that tung oil with only conjugated double bonds undergoes a cross-linking reaction during the epoxidation process, resulting in a sharp increase in viscosity

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Add 500g tung oil, 110g formic acid (85wt% solution), 5g urea, 300g butanol, 50g deionized water into a 2000mL three-neck flask, heat up to 40°C and stir well. Then slowly add 450g of 30wt% hydrogen peroxide aqueous solution dropwise under vigorous stirring conditions, and control the dropping rate to keep the reaction temperature at about 50°C. After the reaction system was separated into layers, the water phase was removed, and the oil phase was washed with 10 wt% sodium bicarbonate aqueous solution until neutral, and then the product was washed with hot water at 70°C for 3 times. The washed product was distilled at 2000Pa and 80°C for 2 hours to obtain the tung oil polyol product with a yield of 93.9%, a hydroxyl value of 254mgKOH / g, a viscosity of 7710mPa·s, an acid value of 0.79mgKOH / g, and low water content. At 0.1wt%, it can be used to prepare polyurethane rigid foam products.

Embodiment 2

[0024] Add 500g tung oil, 110g formic acid (85wt% solution), 5g urea, 300g butanol, 50g deionized water into a 2000mL three-neck flask, heat up to 45°C and stir well. Then slowly add 450g of 30wt% hydrogen peroxide solution dropwise under vigorous stirring conditions, and control the dropping rate to keep the reaction temperature at about 65°C. After the reaction system was separated into layers, the water phase was removed, and the oil phase was washed with 10 wt% sodium bicarbonate aqueous solution until neutral, and then the product was washed with hot water at 70°C for 3 times. The washed product was distilled at 2000Pa and 80°C for 2 hours to obtain the tung oil polyol product with a yield of 93.5%, a hydroxyl value of 241mgKOH / g, a viscosity of 9900mPa·s, an acid value of 0.88mgKOH / g, and low water content. At 0.1wt%, it can be used to prepare polyurethane rigid foam products.

Embodiment 3

[0026]Add 500g tung oil, 110g formic acid (85wt% solution), 5g urea, 300g butanol, and 50g deionized water into a 2000mL three-neck flask, heat up to 35°C and stir well. Then slowly add 450g of 30wt% hydrogen peroxide solution dropwise under vigorous stirring conditions, and control the dropping rate to keep the reaction temperature at about 40°C. After the reaction system was separated into layers, the water phase was removed, and the oil phase was washed with 10 wt% sodium bicarbonate aqueous solution until neutral, and then the product was washed with hot water at 70°C for 3 times. The washed product was distilled at 2000Pa and 80°C for 2 hours to obtain the tung oil polyol product with a yield of 92.4%, a hydroxyl value of 151mgKOH / g, a viscosity of 3050mPa·s, an acid value of 0.63mgKOH / g, and low water content. At 0.1wt%, it can be used to prepare polyurethane products.

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Abstract

The invention discloses a tung oil polyol and a method for synthesizing the same. Tung oil, carboxylic acid, urea, a hydroxylating agent and deionized water are mixed in proportion, and the temperature is raised to 35-45° C.; Hydrogen oxide solution, control the rate of addition to maintain the reaction temperature at 40~65 ° C, after the completion of the dropwise addition, maintain the reaction temperature for 3~5 hours, and complete the reaction; Washed with water and distilled under reduced pressure to obtain tung oil polyol. The yield of the tung oil polyol prepared by the invention is higher than 92%, the hydroxyl value of the product is 120-270 mgKOH / g, the acid value is lower than 1.0 mgKOH / g, and the moisture content is lower than 0.1 wt%, and can be used for preparing polyurethane materials.

Description

technical field [0001] The invention belongs to the field of polyurethane materials, and in particular relates to a tung oil polyol and a manufacturing method thereof. Background technique [0002] Polyurethane materials have been widely used in industry and people's daily life due to their good mechanical properties and easy molding. The main raw materials used to produce polyurethane include isocyanates, polyols and other additives, of which polyols account for more than 50%. In the process of industrial production, polyols are mainly used in the field of polyurethane, so the factors affecting the polyurethane industry are also the main factors affecting the polyol market. Polyols can be divided into polyether polyols and polyester polyols according to their molecular structure. Among them, polyether polyols dominate the market, accounting for more than 70% of the entire polyol demand. [0003] Typically, polyols are prepared from petroleum. As a non-renewable resource,...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C69/675C07C67/31C08G18/36
Inventor 李澜鹏白富栋李政王艳乔凯王领民
Owner CHINA PETROLEUM & CHEM CORP