Diacetyl epoxy glyceryl oleates and synthesis method thereof

A technology of diacetyl epoxy and vegetable oleic acid, which is applied in the synthesis of plasticizers. In the field of synthetic plasticizers, it can solve the problems of high viscosity, poor fluidity, and low molecular weight.

Active Publication Date: 2011-12-21
NANTONG HAIERMA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Epoxidized soybean oil has large molecular weight, high viscosity, and poor fluidity, but because its structure contains epoxy groups, it has good thermal stability and compatibility with plastics; glycerol triacetate has small molecules and its viscosity Smaller than epoxy soybean oil, we combine the characteristics and properties of their mutual structure, hoping to find an epoxy acetate plasticizer with a plasticizing effect similar to epoxy soybean oil, but with low molecular weight and good fluidity

Method used

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  • Diacetyl epoxy glyceryl oleates and synthesis method thereof
  • Diacetyl epoxy glyceryl oleates and synthesis method thereof
  • Diacetyl epoxy glyceryl oleates and synthesis method thereof

Examples

Experimental program
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Embodiment 1

[0039]Soybean oil is used as the basic raw material. As can be seen from Table 1: soybean oil belongs to tri-fatty acid glycerides, the main component is eighteen carbon fatty acids, and the others are C 14 -C 20 range of some fatty acids.

[0040] The composition of raw soybean oil fatty acid is as follows:

[0041]

[0042] Transesterification: Add 838g soybean oil and 162g glycerol into a three-necked round-bottomed flask with a stirring device, a thermometer and a reflux condenser in turn, introduce nitrogen and stir to heat up, when the temperature reaches 120°C, add a calcium oxide catalyst 0.2 g, the reaction was incubated at 200°C for 2 hours. The material was taken intermittently, and the reaction was terminated when 1 part of the sample was dissolved in 10 parts of ethanol. Soybean monoglyceride was obtained as a pale yellow oil. Infrared spectroscopy, such as figure 1 shown, IR(KBr): 3383cm- 1 Broad peak is -OH peak, 3009cm- 1 C-H stretching vibration abs...

Embodiment 2

[0046] Soybean oil is used as the basic raw material.

[0047] Transesterification: Add 100g soybean oil and 20.2g glycerol in turn to a three-necked round-bottomed flask with a stirring device, a thermometer and a reflux condenser, introduce nitrogen and stir to heat up, when the temperature reaches 120 °C, add sodium hydroxide 0.02 g of catalyst was incubated at 200°C for 4 hours. The material was taken intermittently, and the reaction was terminated when 1 part of the sample was dissolved in 10 parts of ethanol. A light yellow oily monoglyceride of soybean oleate was obtained. Infrared spectrum measurement, IR (KBr): 3385cm- 1 Broad peak is -OH peak, 3009cm- 1 C-H stretching vibration absorption of unsaturated hydrocarbons; 2926cm- 1 C-H asymmetric stretching vibration absorption of saturated hydrocarbon CH2; 2854cm- 1 is the C-H symmetrical stretching vibration absorption of saturated hydrocarbon CH2; 1741cm- 1 C=O stretching vibration absorption of ester; 1464cm- 1...

Embodiment 3

[0051] Using rice bran oil as the basic raw material, rice bran oil is the same as soybean oil, and its main component is triglyceride. Its fatty acid composition is 40-50% of oleic acid, 29-42% of linoleic acid, and 12-18% of palmitic acid. The average molecular weight of fatty acids is 278-285, and the iodine value is 98-110.

[0052] Transesterification: Add 100g of rice bran oil and 20.2g of glycerol to a three-necked round-bottomed flask with a stirring device, a thermometer and a reflux condenser in turn, and then introduce nitrogen and stir to heat up. When the temperature reaches 120°C, add sodium hydroxide. 0.02 g of catalyst was incubated at 200°C for 4 hours. The material was taken intermittently, and the reaction was terminated when 1 part of the sample was dissolved in 10 parts of ethanol. Obtained a light yellow oily monoglyceride of rice bran oleate. Infrared spectroscopy, such as Figure 4 shown, IR(KBr): 3415cm- 1 Broad peak is -OH peak, 3008cm- 1 C-H st...

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Abstract

The invention discloses diacetyl epoxy glyceryl oleates. The general formula of the diacetyl epoxy glyceryl oleates may be (I) or (II). The diacetyl epoxy glyceryl oleates are more stable and flowable than epoxidized soybean oil, the molecular weight of the diacetyl epoxy glyceryl oleates is low, and the diacetyl epoxy glyceryl oleates have high compatibility with polyvinyl chloride (PVC) and arehigh-performance nontoxic plastic plasticizer. The invention also discloses a method for synthesizing diacetyl epoxy glyceryl oleates by starting from oleic acid, which comprises: performing ester exchange of oleic acid and glycerol in the presence of a catalyst to obtain monooleins; compounding monooleins with acetyl to obtain diacetyl monooleins; and performing an epoxidation reaction in an environment with formic acid and hydrogen peroxide, and thus synthesizing diacetyl epoxy glyceryl oleates.

Description

technical field [0001] The present invention relates to a kind of plasticizer, and also relates to the synthetic method of this plasticizer, especially the method of synthesizing this plasticizer from vegetable oil. Background technique [0002] In recent years, my country has become the country with the largest production and consumption of plasticizers in Asia. With the enhancement of people's awareness of environmental protection, plastic products such as medicine, food packaging, daily necessities, and toys have put forward higher hygienic requirements for plasticizers. For a long time, plasticizers are mainly o-phthalic products, but people find that these plasticizers are toxic and have the potential to cause cancer. The EU food safety agency EFSA limits the concentrations of DOP and DOA, so non-toxic and environmentally friendly plasticizers have become the focus of global plasticizer research. PVC has a high melting point and a narrow processing temperature range. I...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D303/48C07D301/12C08K5/1515C08L27/06
Inventor 邓健能李道斌
Owner NANTONG HAIERMA TECH CO LTD
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