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Diacetyl epoxy glyceryl oleates and synthesis method thereof

A technology of diacetyl epoxy and vegetable oleic acid, which is applied in the field of plasticizers and can solve problems such as low molecular weight, high viscosity, and poor fluidity

Active Publication Date: 2013-04-17
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 ester 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
Comparison scheme
Effect test

Embodiment 1

[0039] With soybean oil as the basic raw material. It can be seen from Table 1 that soybean oil belongs to triglycerides of fatty acids, the main component is octadecyl fatty acid, and the others are C 14 -C 20 range of some fatty acids.

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

[0041]

[0042] Transesterification: Add 838g of soybean oil and 162g of glycerin to a three-necked round-bottomed bottle equipped with a stirring device, a thermometer, and a reflux condenser in sequence, feed in nitrogen and stir to raise the temperature. When the temperature reaches 120°C, add a calcium oxide catalyst 0.2g, reacted at 200°C for 2 hours. The material was collected intermittently, and when 1 part of the sample was dissolved in 10 parts of ethanol, the reaction was terminated. A light yellow oily soybean monoglyceride was obtained. Infrared spectroscopy, such as figure 1 Shown, IR (KBr): 3383cm- 1 The broad peak is -OH peak, 3009cm- 1 C...

Embodiment 2

[0046] With soybean oil as the basic raw material.

[0047] Transesterification: Add 100g of soybean oil and 20.2g of glycerin to a three-necked round-bottomed bottle equipped with a stirring device, a thermometer, and a reflux condenser in sequence, feed in nitrogen and stir to raise the temperature. When the temperature reaches 120°C, add hydrogen Sodium catalyst 0.02g, was incubated and reacted for 4 hours at 200°C. The material was collected intermittently, and when 1 minute of the sample was dissolved in 10 parts of ethanol, the reaction was terminated. A light yellow oily soybean monoglyceride was obtained. Measure infrared spectrum, IR (KBr): 3385cm- 1 The broad peak is -OH peak, 3009cm- 1 C-H stretching vibration absorption for unsaturated hydrocarbons; 2926cm- 1 It is the C-H asymmetric stretching vibration absorption of saturated hydrocarbon CH2; 2854cm- 1 It is the C-H symmetric stretching vibration absorption of saturated hydrocarbon CH2; 1741cm- 1 It is the ...

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 acid is 278-285, and the iodine value is 98-110.

[0052] Transesterification: Add 100g of rice bran oil and 20.2g of glycerin to a three-necked round-bottomed bottle equipped with a stirring device, a thermometer, and a reflux condenser in sequence, feed in nitrogen and stir to raise the temperature. When the temperature reaches 120°C, add hydrogen Sodium catalyst 0.02g, was incubated and reacted for 4 hours at 200°C. The material was collected intermittently, and when 1 minute of the sample was dissolved in 10 parts of ethanol, the reaction was terminated. A light yellow oily rice bran monoglyceride was obtained. Infrared spectroscopy, such as Figure 4 Shown, IR (KBr): 3415cm- 1 The broad peak i...

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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 plasticizer, and also relates to the synthesis method of the plasticizer, especially the method for synthesizing the 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 hygiene requirements for plasticizers. For a long time, plasticizers are mainly ortho-benzene products, but it has been found that this type of plasticizer is toxic and has the potential risk of carcinogenicity. The EU food safety agency EFSA has limited the concentration 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 tempe...

Claims

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Application Information

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Patent Type & Authority Patents(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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