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Method for generating nonisocyanate polyurethane using natural reproducible resource

A non-isocyanate, renewable resource technology, applied in the field of generating non-isocyanate polyurethane, can solve problems such as poisoning, poor hydrolysis resistance, irritation, etc., and achieve the effect of simple experimental methods

Inactive Publication Date: 2006-12-20
SHANXI INST OF COAL CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] 1. Isocyanate itself is extremely toxic, and it has strong irritation to human respiratory organs, skin, and eyes during the production process, and even poisoning
[0004] 2. At present, the industrial production of isocyanate is produced without exception by the reaction of corresponding amines and highly toxic phosgene under high temperature and high pressure. The hydrochloric acid produced in the reaction will seriously corrode the equipment and easily cause environmental pollution and casualties
Although some progress has been made, due to the influence of raw material prices and technology maturity, the industrialization of this route will take some time
[0005] 3. The polyurethane synthesized with isocyanate, especially the widely used polyester polyurethane product has poor hydrolysis resistance, which has a serious impact on the performance of polyurethane products such as water-based coatings and shoe materials.
[0006] 4. The traditional process of synthesizing polyurethane from isocyanate is very sensitive to environmental conditions, such as the presence of moisture, which can induce side reactions, resulting in unwanted porous and poor mechanical properties
[0009] So far there is no report on NIPU in China

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Add 84.91g of epoxidized soybean oil, 1.79g (5mol%) of triethylenediamine in an autoclave with a volume of 100ml that is equipped with magnetic stirring, ventilation pipe and sampling tube, raise the temperature to 140 ° C, start to feed CO 2 Gas, keep the pressure at 14atm, discharge after 40 hours of reaction,

[0030] The epoxy value of the raw material epoxy soybean oil is 0.376, and the epoxy value of the product measured after the reaction is 0.201. After the catalyst is washed away, the product cyclic carbonate is mixed with stoichiometric ethylenediamine (EDA). The mixing temperature is 80°C. After defoaming, cast on the mold. The sheeting temperature is 100-110°C, and the sheeting time is 7 -8 hours, vulcanized in an oven at 90°C for 24 hours, then placed at room temperature for 7 days to measure its physical and mechanical properties.

[0031] The physical properties of the test piece are as follows: hardness (ShoreA), 82; rebound, 12%; elongation, 163%; tens...

Embodiment 2

[0033] Add 81.47g epoxy soybean oil, 1.44g (5mol%) of phenol in the autoclave that is equipped with the volume of 100ml of magnetic stirring, air pipe and sampling tube, be warming up to 120 ℃, feed CO 2 Gas, keep the pressure at 12atm and react for 30h before discharging.

[0034] The epoxy value of the raw material epoxy soybean oil is 0.376, and the epoxy value of the product measured after the reaction is 0.205. The product cyclic carbonate is mixed with stoichiometric hexamethylenediamine (HA), the mixing temperature is 80°C, after defoaming, cast on the mold, the sheeting temperature is 100-110°C, and the sheeting time is 7-8 hours. Vulcanize in an oven at 90°C for 24 hours, then place it at room temperature for 8 days to measure its physical and mechanical properties.

[0035] The physical properties of the test piece are as follows: hardness (ShoreA), 85; rebound, 9%; elongation, 196%; tensile strength, 5.7MPa; 100% modulus, 2.8MPa; Strength, 21.5KN / m.

Embodiment 3

[0037]Add 91.62g of epoxidized soybean oil, 0.93g (5mol%) of sodium methylate in an autoclave with a volume of 100ml that is equipped with a magnetic stirrer, vent pipe and sampling tube, heat up to 120°C, and feed CO 2 Gas, keep the pressure at 10atm and react for 25h before discharging.

[0038] The epoxy value of epoxidized soybean oil is 0.376, and the epoxy value of the product measured after the reaction is 0.202. After the catalyst is washed away, the product cyclic carbonate is mixed with stoichiometric diethylenetriamine (DETA), 1.5 g of tetrabutylammonium bromide is added, and the mixing temperature is 70 ° C. The sheet temperature is 100-110°C, the sheeting time is 7-8 hours, vulcanized in an oven at 90°C for 24 hours, and then placed at room temperature for 9 days to measure its physical and mechanical properties.

[0039] The physical properties of the test piece are as follows: hardness (ShoreA), 85; rebound, 9%; elongation, 165%; tensile strength, 6.5MPa; 100% ...

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Abstract

This invention relates to a method for producing non-isocyanate polyurethane using renewable natural resources, comprising: add epoxy soybean oil and catalyst into the reactor, wherein the amount of catalyst added is 3-5mol% of epoxy soybean oil, and then aerate in carbon dioxide gas, with reaction temperature 100-140Deg C, and reaction pressure 6-14 atmospheric pressure, start the reaction with magnetic stirring . for 25-40h. The produced cyclic carbonates are mixed with amine at 70-80Deg C, perform flaking at 100-110Deg C for 7-8h, perform sulfidization at 90-110Deg C for 24-72h, and are placed at room temperature for 7-9d. This invention synthesizes non-isocyanate polyurethane by replacing petrochemical products with epoxy soybean oil and CO2 via two-step reactions, forming a green, clean, high efficient and simple line for producing non-isocyanate polyurethane.

Description

technical field [0001] The invention belongs to a method for producing non-isocyanate polyurethane, and specifically relates to epoxidized soybean oil as a natural renewable resource and carbon dioxide cycloaddition to generate a five-membered cyclic carbonate, and then the five-membered cyclic carbonate is combined with a primary amine Compounds react to form non-isocyanate polyurethanes. technical background [0002] Since Bayer in Germany discovered the reaction of synthesizing polyurethane from isocyanate and polyol in the 1930s, after nearly 80 years of hard work, polyurethane has become one of the six important synthetic materials in the world. It is used in automobiles, mines, shoemaking, construction, Medical and furniture and other fields are more and more widely used. Isocyanate as the main raw material has also been developed rapidly. In 2005, the global isocyanate output reached 4 million tons. Although the synthesis of polyurethane from isocyanate has been use...

Claims

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Application Information

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IPC IPC(8): C08G71/00
Inventor 亢茂青赵雨花李振荣王军威王心葵
Owner SHANXI INST OF COAL CHEM CHINESE ACAD OF SCI
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